Search Guest Houses in Southeast Massachusetts from CA $110

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Check prices for these dates

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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Southeast Massachusetts Guest Houses

Our top choices for Southeast Massachusetts guest houses

Oasis Guest House
Exterior

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1235)
"Excellent staff, and convenient location. "
The price is CA $255
CA $293 total
includes taxes & fees
Sep 1 - Sep 2
Oasis Guest House
Copley House
Property entrance

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1772)
"Wonderful place to stay in Cambridge."
The price is CA $242
CA $278 total
includes taxes & fees
Aug 24 - Aug 25
Copley House
Clarendon Square
1 bedroom, premium bedding, down comforters, minibar

Clarendon Square

4.0 star property
9.2 out of 10, Wonderful, (242)
"We loved the well-kept, stunning furnished, lovingly managed house, it felt like staying with very good old friends."
The price is CA $407
CA $491 total
includes taxes & fees
Aug 21 - Aug 22
Clarendon Square
Sea Breeze Inn
Exterior

Sea Breeze Inn

2.5 star property
7.8 out of 10, Good, (179)
"Nice place to stay "
The price is CA $110
CA $126 total
includes taxes & fees
Sep 16 - Sep 17
Sea Breeze Inn
Winstead Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (119)
"A wonderful property with a beautiful and quiet pool area and easy private beach access through its sister property."
The price is CA $195
CA $236 total
includes taxes & fees
Sep 2 - Sep 3
Winstead Inn
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Exterior

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3.0 star property
10.0 out of 10, Exceptional, (8)
"thanks u for very nice place and clean i really loved i will cominng back soon"
The price is CA $116
CA $746 total
includes taxes & fees
Sep 1 - Sep 2
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
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, (175)
"The location was awesome. Right on the beach. Room was clean and bathroom was clean good shower and water pressure. Breakfast was delicious and staff super friendly and polite."
The price is CA $227
CA $299 total
includes taxes & fees
Sep 1 - Sep 2
By the Sea Guests Bed & Breakfast & Suites
The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (192)
"Great location! "
The price is CA $457
CA $511 total
includes taxes & fees
Sep 15 - Sep 16
The Lightkeepers Inn
Mercury Hotel Provincetown
Deluxe Room

Mercury Hotel Provincetown

3.0 star property
9.0 out of 10, Wonderful, (437)
"Great place to stay. Walkable to everything in P Town "
The price is CA $286
CA $357 total
includes taxes & fees
Sep 8 - Sep 9
Mercury Hotel Provincetown
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, (31)
"I would go again."
The price is CA $484
CA $649 total
includes taxes & fees
Sep 2 - Sep 3
Whaler's Inn
The Chestnut House
Hallway

The Chestnut House

3.0 star property
9.4 out of 10, Exceptional, (191)
"Nice place for a family vacation on the island"
The price is CA $566
CA $632 total
includes taxes & fees
Sep 15 - Sep 16
The Chestnut House
The Bradford
Exterior

The Bradford

2.5 star property
9.4 out of 10, Exceptional, (191)
"Nice place"
The price is CA $319
CA $365 total
includes taxes & fees
Sep 2 - Sep 3
The Bradford
Anchor Inn Beach House
Exterior

Anchor Inn Beach House

3.5 star property
9.2 out of 10, Wonderful, (408)
"Rooms and view were awesome!"
The price is CA $518
CA $593 total
includes taxes & fees
Aug 25 - Aug 26
Anchor Inn Beach House
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 $161
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
All Seasons Resort
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, (66)
"The staff was very kind and helpful. Fun location!"
The price is CA $372
CA $426 total
includes taxes & fees
Aug 25 - Aug 26
Crew's Quarters Boarding House Caters to Men
DELUXE ROOM, QUEEN BED
1 bedroom, iron/ironing board, free WiFi, wheelchair access

DELUXE ROOM, QUEEN BED

7.2 out of 10, Good, (5)
"Room was clean. Nice view."
The price is CA $173
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
DELUXE ROOM, QUEEN BED
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 $221
CA $459 total
includes taxes & fees
Sep 1 - Sep 2
Bright & Cozy with Patio, Grill and near the Beach & Golf
"Awesome Vacation while staying at "HomeAway" from Home"
Indoor pool, outdoor pool

"Awesome Vacation while staying at "HomeAway" from Home"

8.4 out of 10, Very good, (78)
"Great spot for a beach getaway!"
The price is CA $166
CA $281 total
includes taxes & fees
Sep 7 - Sep 8
"Awesome Vacation while staying at "HomeAway" from Home"
Brass Key Guesthouse - Adults Only
Terrace/patio

Brass Key Guesthouse - Adults Only

4.0 star property
9.6 out of 10, Exceptional, (406)
"The Brass Key is always a delightful stay."
The price is CA $664
CA $760 total
includes taxes & fees
Sep 3 - Sep 4
Brass Key Guesthouse - Adults Only
The Mariner Resort on Cape Cod!!
Property grounds

The Mariner Resort on Cape Cod!!

7.6 out of 10, Good, (10)
"Stay for show at the Music Room. Room was comfortable and short walk to venue no issues"
The price is CA $174
CA $283 total
includes taxes & fees
Sep 1 - Sep 2
The Mariner Resort on Cape Cod!!
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

Holiday Inn Hyannis by IHG

Holiday Inn Hyannis by IHG

10/10 Excellent
"It was quiet and comfortable! Rooms were nice and decorated perfectly. Made our stay very relaxing and the staff was very accommodating. When we go back to Cape Cod we will definitely be staying again."
Sean 1-night trip
Posted 1 day ago
Holiday Inn Hyannis by IHG