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Massachusetts - 61 Guesthouses to Stay

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Copley House

239 W Newton St, Boston, USA - See map

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Oasis Guest House

22 Edgerly Road, Boston, USA - See map

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Bedrooms near Fenway & Downtown Boston

182 Heath St, Boston, USA - See map

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A Tranquil House In Cambridge

15 Holmes Street, Cambridge, USA - See map

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Davis Square Inn

204 Morrison Avenue, Somerville, USA - See map

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Brass Key Guesthouse - Adults Only

67 Bradford St, Provincetown, USA - See map

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Coolidge Corner Guest House

17-19 Littell Road, Brookline, USA - See map

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Moroccan Boutique Guest House

8 Salem Street, Boston, USA - See map

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Crew's Quarters Boarding House Caters to Men

198 Commercial St, Provincetown, USA - See map

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Beacon Inn 1750

1750 Beacon Street, Brookline, USA - See map

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The Bradford

41 Bradford St, Provincetown, USA - See map

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Mercury Hotel

12 Winthrop St., Provincetown, USA - See map

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Dyer's Beach House

173 Commercial Street, Provincetown, USA - See map

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The Inn on the Horse Farm

277 Old Sudbury Road, Sudbury, USA - See map

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Brasswood Inn

174 Commercial Street, Provincetown, USA - See map

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See all guesthouses in Massachusetts

Top Picks for Guesthouses in Massachusetts

Try one of these popular top-rated guesthouses in Massachusetts

Brasswood Inn

Provincetown, US

113 Guest reviews

When you a stay at Brasswood Inn in Provincetown, you'll be near the beach, just steps from Commercial Street and Cape Cod Beaches. This guesthouse is 1.3 mi (2.2 km) from Cape Cod National Seashore and 0.4 mi (0.6 km) from Pilgrim Monument. Make yourself at home in one of the 13 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers. Housekeeping is provided on request, and irons/ironing boards can be requested. The front desk is staffed during limited hours. Free self parking is available onsite.

Chestnut Lodge

2 Guest reviews

With a stay at Chestnut Lodge in Lee, you'll be within a 5-minute drive of October Mountain State Forest and Housatonic River. This guesthouse is 8.7 mi (14.1 km) from Tanglewood Music Center and 7.9 mi (12.7 km) from National Shrine of the Divine Mercy. Make yourself at home in one of the 5 individually decorated guestrooms. Rooms have private patios. Complimentary wireless Internet access is available to keep you connected. Bathrooms feature showers, complimentary toiletries, and hair dryers. Free self parking is available onsite.

The Notch House

5 Guest reviews

Located in Orleans, The Notch House is in a state park, within a 5-minute walk of South Beach and Lake Willoughby. This guesthouse is 0.2 mi (0.3 km) from Hidden Beach and 0.4 mi (0.7 km) from Mount Pisgah. Make yourself at home in one of the 8 guestrooms. Complimentary wireless Internet access is available to keep you connected. Conveniences include complimentary bottled water and fans. Featured amenities include luggage storage and a water dispenser. Free self parking is available onsite.

Mercury Hotel

Provincetown, US

278 Guest reviews

Mercury Hotel is centrally located in Provincetown, a 4-minute walk from Art House Theater and 7 minutes by foot from Provincetown Town Hall. This guesthouse is 0.3 mi (0.5 km) from Pilgrim Monument and 1.1 mi (1.7 km) from Provincetown Art Association and Museum. Make yourself at home in one of the 14 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include ceiling fans and irons/ironing boards, and housekeeping is provided daily. Featured amenities include express check-out and luggage storage. Free self parking is available onsite.

Clarendon Square

101 Guest reviews

Located in Boston (South End), Clarendon Square is within a 10-minute walk of Copley Place and Calderwood Pavilion. This 4-star guesthouse is 0.5 mi (0.8 km) from Northeastern University and 0.6 mi (0.9 km) from Copley Square. Make yourself at home in one of the 4 individually decorated guestrooms, featuring minibars and flat-screen televisions. Your bed comes with down comforters and premium bedding. Cable television is provided for your entertainment. Bathrooms feature showers, designer toiletries, and hair dryers. Featured amenities include a computer station, complimentary newspapers in the lobby, and dry cleaning/laundry services. Limited parking is available onsite.

Winstead Inn

88 Guest reviews

When you stay at Winstead Inn in Harwich, you'll be in the historical district, within a 5-minute drive of Harwich Port and Bank Street Beach. This 4-star guesthouse is 5.9 mi (9.5 km) from Brewster Ladies' Library and 6.9 mi (11 km) from Cape Cod Museum of Natural History. Make yourself at home in one of the 15 guestrooms featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Cable television is provided for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. The front desk is staffed during limited hours. Free self parking is available onsite.

Dyer's Beach House

Provincetown, US

51 Guest reviews

When you stay at Dyer's Beach House in Provincetown, you'll be on the waterfront, just steps from Commercial Street and 9 minutes by foot from Pilgrim Monument. This 4-star guesthouse is 1.1 mi (1.8 km) from Provincetown Art Association and Museum and 1.3 mi (2 km) from Long Point. Make yourself at home in one of the 5 air-conditioned rooms featuring refrigerators and DVD players. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include coffee/tea makers and washers/dryers, and housekeeping is provided daily. Featured amenities include express check-in, dry cleaning/laundry services, and luggage storage. A roundtrip airport shuttle is provided for a surcharge (available on request), and free self parking is available onsite.

Brass Key Guesthouse - Adults Only

Provincetown, US

141 Guest reviews

When you a stay at Brass Key Guesthouse - Adults Only in Provincetown, you'll be near the airport, just steps from Commercial Street and Cape Cod Beaches. This 4-star guesthouse is 1.4 mi (2.3 km) from Cape Cod National Seashore and 0.4 mi (0.6 km) from Pilgrim Monument. Make yourself at home in one of the 43 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as safes and coffee/tea makers. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Free self parking is available onsite.

The Central Downtown Inn & Suites

198 Guest reviews

Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area. This 4-star guesthouse is 3.9 mi (6.3 km) from Pittsfield State Forest and 4.8 mi (7.7 km) from Hancock Shaker Village. Make yourself at home in one of the 26 individually furnished guestrooms, featuring microwaves and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and sofa beds, and housekeeping is provided daily. Featured amenities include luggage storage, laundry facilities, and an elevator. Free self parking is available onsite.

The Dewey

131 Guest reviews

When you stay at The Dewey in Lenox, you'll be in the suburbs, within a 10-minute walk of The Bookstore and Lenox Library. This guesthouse is 1.7 mi (2.8 km) from Tanglewood Music Center and 6.3 mi (10.1 km) from National Shrine of the Divine Mercy. Make yourself at home in one of the 12 air-conditioned guestrooms. Complimentary wired and wireless Internet access keeps you connected, and cable programming provides entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include phones, housekeeping is provided daily, and you can request irons/ironing boards. Featured amenities include express check-out, complimentary newspapers in the lobby, and a library. Free self parking is available onsite.

By the Sea Guests Bed & Breakfast & Suites

Dennis Port, US

119 Guest reviews

Located in Dennis Port, By the Sea Guests Bed & Breakfast & Suites is by the ocean, within a 10-minute drive of West Dennis Beach and Harwich Port. This beach guesthouse is 7.2 mi (11.6 km) from Cape Cod Inflatable Park and 9 mi (14.5 km) from Mayflower Beach. Make yourself at home in one of the 19 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include a turndown service and ceiling fans, as well as phones with free local calls. Featured amenities include express check-out, laundry facilities, and coffee/tea in a common area. Free self parking is available onsite.

Chatham Guest Rooms

40 Guest reviews

When you stay at Chatham Guest Rooms in Chatham, you'll be near the beach, within a 5-minute drive of Hardings Beach and Chatham Lighthouse. This guesthouse is 2 mi (3.3 km) from Ridgevale Beach. Make yourself at home in one of the 3 air-conditioned rooms featuring flat-screen televisions. Complimentary wired and wireless Internet access keeps you connected, and cable programming provides entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided daily. The front desk is staffed during limited hours. Free self parking is available onsite.

Moroccan Boutique Guest House

60 Guest reviews

Located in Boston (Charlestown), Moroccan Boutique Guest House is within a 15-minute walk of Bunker Hill Monument and Boston National Historical Park. This guesthouse is 0.9 mi (1.5 km) from USS Constitution Museum and 1.1 mi (1.8 km) from Museum of Science. Make yourself at home in one of the 3 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless Internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. null

Coolidge Corner Guest House

289 Guest reviews

With a stay at Coolidge Corner Guest House in Brookline (Coolidge Corner South Side), you'll be within a 5-minute drive of Coolidge Corner Theatre and John Fitzgerald Kennedy National Historic Site. This guesthouse is 1.5 mi (2.4 km) from Fenway Park and 1.8 mi (2.9 km) from Boston Museum of Fine Arts. Make yourself at home in one of the 10 air-conditioned guestrooms. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include dryers, housekeeping is provided daily, and irons/ironing boards can be requested. Featured amenities include a computer station, complimentary newspapers in the lobby, and laundry facilities. Self parking (subject to charges) is available onsite.

Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard

When you stay at Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard in Cambridge, you'll be on the waterfront, within a 5-minute drive of Lake Ripley Park Beach and Cambridge Historic School Museum. This guesthouse is 2.3 mi (3.8 km) from Cam-Rock Park Area and 2.7 mi (4.3 km) from Cambridge Winery. Make yourself at home in one of the 8 individually decorated guestrooms. Complimentary wireless Internet access is available to keep you connected. Bathrooms have deep soaking bathtubs and complimentary toiletries. Conveniences include ceiling fans and irons/ironing boards, and housekeeping is provided on a limited basis. Featured amenities include express check-out, a 24-hour front desk, and coffee/tea in a common area. Free self parking is available onsite.

Brasswood Inn

Provincetown, US

113 Guest reviews

When you a stay at Brasswood Inn in Provincetown, you'll be near the beach, just steps from Commercial Street and Cape Cod Beaches. This guesthouse is 1.3 mi (2.2 km) from Cape Cod National Seashore and 0.4 mi (0.6 km) from Pilgrim Monument. Make yourself at home in one of the 13 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers. Housekeeping is provided on request, and irons/ironing boards can be requested. The front desk is staffed during limited hours. Free self parking is available onsite.

Chestnut Lodge

2 Guest reviews

With a stay at Chestnut Lodge in Lee, you'll be within a 5-minute drive of October Mountain State Forest and Housatonic River. This guesthouse is 8.7 mi (14.1 km) from Tanglewood Music Center and 7.9 mi (12.7 km) from National Shrine of the Divine Mercy. Make yourself at home in one of the 5 individually decorated guestrooms. Rooms have private patios. Complimentary wireless Internet access is available to keep you connected. Bathrooms feature showers, complimentary toiletries, and hair dryers. Free self parking is available onsite.

The Notch House

5 Guest reviews

Located in Orleans, The Notch House is in a state park, within a 5-minute walk of South Beach and Lake Willoughby. This guesthouse is 0.2 mi (0.3 km) from Hidden Beach and 0.4 mi (0.7 km) from Mount Pisgah. Make yourself at home in one of the 8 guestrooms. Complimentary wireless Internet access is available to keep you connected. Conveniences include complimentary bottled water and fans. Featured amenities include luggage storage and a water dispenser. Free self parking is available onsite.

Mercury Hotel

Provincetown, US

278 Guest reviews

Mercury Hotel is centrally located in Provincetown, a 4-minute walk from Art House Theater and 7 minutes by foot from Provincetown Town Hall. This guesthouse is 0.3 mi (0.5 km) from Pilgrim Monument and 1.1 mi (1.7 km) from Provincetown Art Association and Museum. Make yourself at home in one of the 14 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include ceiling fans and irons/ironing boards, and housekeeping is provided daily. Featured amenities include express check-out and luggage storage. Free self parking is available onsite.

Clarendon Square

101 Guest reviews

Located in Boston (South End), Clarendon Square is within a 10-minute walk of Copley Place and Calderwood Pavilion. This 4-star guesthouse is 0.5 mi (0.8 km) from Northeastern University and 0.6 mi (0.9 km) from Copley Square. Make yourself at home in one of the 4 individually decorated guestrooms, featuring minibars and flat-screen televisions. Your bed comes with down comforters and premium bedding. Cable television is provided for your entertainment. Bathrooms feature showers, designer toiletries, and hair dryers. Featured amenities include a computer station, complimentary newspapers in the lobby, and dry cleaning/laundry services. Limited parking is available onsite.

Winstead Inn

88 Guest reviews

When you stay at Winstead Inn in Harwich, you'll be in the historical district, within a 5-minute drive of Harwich Port and Bank Street Beach. This 4-star guesthouse is 5.9 mi (9.5 km) from Brewster Ladies' Library and 6.9 mi (11 km) from Cape Cod Museum of Natural History. Make yourself at home in one of the 15 guestrooms featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Cable television is provided for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. The front desk is staffed during limited hours. Free self parking is available onsite.

Dyer's Beach House

Provincetown, US

51 Guest reviews

When you stay at Dyer's Beach House in Provincetown, you'll be on the waterfront, just steps from Commercial Street and 9 minutes by foot from Pilgrim Monument. This 4-star guesthouse is 1.1 mi (1.8 km) from Provincetown Art Association and Museum and 1.3 mi (2 km) from Long Point. Make yourself at home in one of the 5 air-conditioned rooms featuring refrigerators and DVD players. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include coffee/tea makers and washers/dryers, and housekeeping is provided daily. Featured amenities include express check-in, dry cleaning/laundry services, and luggage storage. A roundtrip airport shuttle is provided for a surcharge (available on request), and free self parking is available onsite.

Brass Key Guesthouse - Adults Only

Provincetown, US

141 Guest reviews

When you a stay at Brass Key Guesthouse - Adults Only in Provincetown, you'll be near the airport, just steps from Commercial Street and Cape Cod Beaches. This 4-star guesthouse is 1.4 mi (2.3 km) from Cape Cod National Seashore and 0.4 mi (0.6 km) from Pilgrim Monument. Make yourself at home in one of the 43 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as safes and coffee/tea makers. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Free self parking is available onsite.

The Central Downtown Inn & Suites

198 Guest reviews

Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area. This 4-star guesthouse is 3.9 mi (6.3 km) from Pittsfield State Forest and 4.8 mi (7.7 km) from Hancock Shaker Village. Make yourself at home in one of the 26 individually furnished guestrooms, featuring microwaves and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and sofa beds, and housekeeping is provided daily. Featured amenities include luggage storage, laundry facilities, and an elevator. Free self parking is available onsite.

The Dewey

131 Guest reviews

When you stay at The Dewey in Lenox, you'll be in the suburbs, within a 10-minute walk of The Bookstore and Lenox Library. This guesthouse is 1.7 mi (2.8 km) from Tanglewood Music Center and 6.3 mi (10.1 km) from National Shrine of the Divine Mercy. Make yourself at home in one of the 12 air-conditioned guestrooms. Complimentary wired and wireless Internet access keeps you connected, and cable programming provides entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include phones, housekeeping is provided daily, and you can request irons/ironing boards. Featured amenities include express check-out, complimentary newspapers in the lobby, and a library. Free self parking is available onsite.

By the Sea Guests Bed & Breakfast & Suites

Dennis Port, US

119 Guest reviews

Located in Dennis Port, By the Sea Guests Bed & Breakfast & Suites is by the ocean, within a 10-minute drive of West Dennis Beach and Harwich Port. This beach guesthouse is 7.2 mi (11.6 km) from Cape Cod Inflatable Park and 9 mi (14.5 km) from Mayflower Beach. Make yourself at home in one of the 19 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include a turndown service and ceiling fans, as well as phones with free local calls. Featured amenities include express check-out, laundry facilities, and coffee/tea in a common area. Free self parking is available onsite.

Chatham Guest Rooms

40 Guest reviews

When you stay at Chatham Guest Rooms in Chatham, you'll be near the beach, within a 5-minute drive of Hardings Beach and Chatham Lighthouse. This guesthouse is 2 mi (3.3 km) from Ridgevale Beach. Make yourself at home in one of the 3 air-conditioned rooms featuring flat-screen televisions. Complimentary wired and wireless Internet access keeps you connected, and cable programming provides entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided daily. The front desk is staffed during limited hours. Free self parking is available onsite.

Moroccan Boutique Guest House

60 Guest reviews

Located in Boston (Charlestown), Moroccan Boutique Guest House is within a 15-minute walk of Bunker Hill Monument and Boston National Historical Park. This guesthouse is 0.9 mi (1.5 km) from USS Constitution Museum and 1.1 mi (1.8 km) from Museum of Science. Make yourself at home in one of the 3 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless Internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. null

Coolidge Corner Guest House

289 Guest reviews

With a stay at Coolidge Corner Guest House in Brookline (Coolidge Corner South Side), you'll be within a 5-minute drive of Coolidge Corner Theatre and John Fitzgerald Kennedy National Historic Site. This guesthouse is 1.5 mi (2.4 km) from Fenway Park and 1.8 mi (2.9 km) from Boston Museum of Fine Arts. Make yourself at home in one of the 10 air-conditioned guestrooms. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include dryers, housekeeping is provided daily, and irons/ironing boards can be requested. Featured amenities include a computer station, complimentary newspapers in the lobby, and laundry facilities. Self parking (subject to charges) is available onsite.

Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard

When you stay at Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard in Cambridge, you'll be on the waterfront, within a 5-minute drive of Lake Ripley Park Beach and Cambridge Historic School Museum. This guesthouse is 2.3 mi (3.8 km) from Cam-Rock Park Area and 2.7 mi (4.3 km) from Cambridge Winery. Make yourself at home in one of the 8 individually decorated guestrooms. Complimentary wireless Internet access is available to keep you connected. Bathrooms have deep soaking bathtubs and complimentary toiletries. Conveniences include ceiling fans and irons/ironing boards, and housekeeping is provided on a limited basis. Featured amenities include express check-out, a 24-hour front desk, and coffee/tea in a common area. Free self parking is available onsite.

Brasswood Inn

Provincetown, US

113 Guest reviews

When you a stay at Brasswood Inn in Provincetown, you'll be near the beach, just steps from Commercial Street and Cape Cod Beaches. This guesthouse is 1.3 mi (2.2 km) from Cape Cod National Seashore and 0.4 mi (0.6 km) from Pilgrim Monument. Make yourself at home in one of the 13 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers. Housekeeping is provided on request, and irons/ironing boards can be requested. The front desk is staffed during limited hours. Free self parking is available onsite.

Chestnut Lodge

2 Guest reviews

With a stay at Chestnut Lodge in Lee, you'll be within a 5-minute drive of October Mountain State Forest and Housatonic River. This guesthouse is 8.7 mi (14.1 km) from Tanglewood Music Center and 7.9 mi (12.7 km) from National Shrine of the Divine Mercy. Make yourself at home in one of the 5 individually decorated guestrooms. Rooms have private patios. Complimentary wireless Internet access is available to keep you connected. Bathrooms feature showers, complimentary toiletries, and hair dryers. Free self parking is available onsite.

The Notch House

5 Guest reviews

Located in Orleans, The Notch House is in a state park, within a 5-minute walk of South Beach and Lake Willoughby. This guesthouse is 0.2 mi (0.3 km) from Hidden Beach and 0.4 mi (0.7 km) from Mount Pisgah. Make yourself at home in one of the 8 guestrooms. Complimentary wireless Internet access is available to keep you connected. Conveniences include complimentary bottled water and fans. Featured amenities include luggage storage and a water dispenser. Free self parking is available onsite.

Mercury Hotel

Provincetown, US

278 Guest reviews

Mercury Hotel is centrally located in Provincetown, a 4-minute walk from Art House Theater and 7 minutes by foot from Provincetown Town Hall. This guesthouse is 0.3 mi (0.5 km) from Pilgrim Monument and 1.1 mi (1.7 km) from Provincetown Art Association and Museum. Make yourself at home in one of the 14 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include ceiling fans and irons/ironing boards, and housekeeping is provided daily. Featured amenities include express check-out and luggage storage. Free self parking is available onsite.

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