Search Guest Houses in Southeast Massachusetts from CA $152

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Check prices for these dates

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Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Southeast Massachusetts Guest Houses

Brass Key Guesthouse - Adults Only
Terrace/patio

Brass Key Guesthouse - Adults Only

4.0 star property
9.6 out of 10, Exceptional, (399)
"Room was extremely comfortable. All of the Ptown restaurants are 15 mins or less walk away."
The price is CA $630
CA $721 total
includes taxes & fees
Sep 1 - Sep 2
Brass Key Guesthouse - Adults Only
Mercury Hotel Provincetown
Deluxe Room

Mercury Hotel Provincetown

3.0 star property
9.0 out of 10, Wonderful, (429)
"Very nice clean hotel we would stay again !"
The price is CA $349
CA $434 total
includes taxes & fees
Sep 2 - Sep 3
Mercury Hotel Provincetown
Sea Breeze Inn
Exterior

Sea Breeze Inn

2.5 star property
7.8 out of 10, Good, (176)
"Nice place to stay "
The price is CA $152
CA $174 total
includes taxes & fees
Sep 2 - Sep 3
Sea Breeze Inn
Anchor Inn Beach House
Exterior

Anchor Inn Beach House

3.5 star property
9.2 out of 10, Wonderful, (403)
"Great location "
The price is CA $517
CA $592 total
includes taxes & fees
Aug 4 - Aug 5
Anchor Inn Beach House
The Bradford
Exterior

The Bradford

2.5 star property
9.4 out of 10, Exceptional, (186)
"Great location and charming place"
The price is CA $468
CA $536 total
includes taxes & fees
Aug 4 - Aug 5
The Bradford
The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (184)
"Great location! "
The price is CA $771
CA $861 total
includes taxes & fees
Aug 4 - Aug 5
The Lightkeepers Inn
Whaler's Inn
Traditional Room, 2 Single Beds, Non Smoking, Shared Bathroom

Whaler's Inn

3.0 star property
10.0 out of 10, Exceptional, (30)
"Hosts were very informative and great communication. "
The price is CA $481
CA $645 total
includes taxes & fees
Sep 2 - Sep 3
Whaler's Inn
Crew's Quarters Boarding House Caters to Men
Men's 1 double bed, Shared Bathroom

Crew's Quarters Boarding House Caters to Men

2.0 star property
9.4 out of 10, Exceptional, (63)
"The staff was very kind and helpful. Fun location!"
The price is CA $372
CA $425 total
includes taxes & fees
Aug 5 - Aug 6
Crew's Quarters Boarding House Caters to Men
By the Sea Guests Bed & Breakfast & Suites
Outdoor wedding area

By the Sea Guests Bed & Breakfast & Suites

3.5 star property
9.4 out of 10, Exceptional, (174)
"Staff excellent "
The price is CA $227
CA $299 total
includes taxes & fees
Sep 1 - Sep 2
By the Sea Guests Bed & Breakfast & Suites
All Seasons Resort
Indoor pool, outdoor pool

All Seasons Resort

9.0 out of 10, Wonderful, (50)
"This was a great experience. The owner has check in very organized and easy to understand. Probably the best place for the money I’ve ever stayed."
The price is CA $179
CA $256 total
includes taxes & fees
Sep 1 - Sep 2
All Seasons Resort
Winstead Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (118)
"A wonderful property with a beautiful and quiet pool area and easy private beach access through its sister property."
The price is CA $556
CA $675 total
includes taxes & fees
Aug 5 - Aug 6
Winstead Inn
The Rugosa Guest House
Lobby

The Rugosa Guest House

3.0 star property
8.8 out of 10, Excellent, (120)
"Wonderful guest house, room and property were lovely and excellent hospitality. Would definitely recommend and would plan a return visit! "
The Rugosa Guest House
The Seagrove Suites & Guest Rooms
Sun loungers, beach umbrellas, beach towels

The Seagrove Suites & Guest Rooms

3.0 star property
9.2 out of 10, Wonderful, (124)
"The rooms were clean and spacious. Our little kitchen had everything we needed. The rooms are tucked away from the main road, so peaceful at night. The pool was clean and the water were warm. The owners were kind and accommodating and immediately available via txt"
The Seagrove Suites & Guest Rooms
Languedoc Inn & 3 Hussey St Guest House
Exterior

Languedoc Inn & 3 Hussey St Guest House

2.5 star property
8.2 out of 10, Very good, (127)
"Great Vacation!!"
Languedoc Inn & 3 Hussey St Guest House
The Chestnut House
Hallway

The Chestnut House

3.0 star property
9.4 out of 10, Exceptional, (187)
"Cozy and clean guest house convenient to shopping and restaurants. Responsive, helpful and pleasant hosts."
The price is CA $620
CA $693 total
includes taxes & fees
Sep 3 - Sep 4
The Chestnut House
Dyer's Beach House
Condo, 3 Bedrooms (Waterfront Condo 3 bedrooms) | Beach/ocean view

Dyer's Beach House

4.0 star property
9.8 out of 10, Exceptional, (65)
"Great staff and location. The rooms aren't particularly large and some feature is dated, however the location, staff, and beachside environment more than make up for it."
Dyer's Beach House
Bright & Cozy with Patio, Grill and near the Beach & Golf
Exterior

Bright & Cozy with Patio, Grill and near the Beach & Golf

2.0 star property
10.0 out of 10, Exceptional, (7)
"We needed a place to stay for a few days while visiting with family nearby. This "in-law apartment" was absolutely perfect for us in every way. Communications were great, info provided was 100% accurate, and we loved having our little private getaway. Will definitely stay again!!"
The price is CA $247
CA $481 total
includes taxes & fees
Sep 1 - Sep 2
Bright & Cozy with Patio, Grill and near the Beach & Golf
Woods Hole Passage Inn
Property grounds

Woods Hole Passage Inn

3.0 star property
9.6 out of 10, Exceptional, (60)
"Incredibly friendly hosts and excellent breakfast! "
Woods Hole Passage Inn
Brasswood Inn
Superior Room, 1 Queen Bed | Terrace/patio

Brasswood Inn

3.5 star property
9.6 out of 10, Exceptional, (125)
"Loved everything about our stay."
Brasswood Inn
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
Outdoor dining

Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air

2.0 star property
9.4 out of 10, Exceptional, (10)
"We had a great stay! House is in a nice location close to the beach, shops, and restaurants. The house is older but everything inside was brand new. It’s far enough from the main house that you don’t feel you are staying in someone’s guest house. Would definitely return!"
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southeast Massachusetts Hotel Reviews

Faraway Nantucket

Faraway Nantucket

10/10 Excellent
"Great service. Well located. Perfect nantucket hotel!"
sargon 3-night trip
Posted 6 hours ago
Faraway Nantucket