Search Guest Houses in Southeast Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Oct 24 - Oct 26
In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14

Guest Houses in Southeast Massachusetts

Seasonal outdoor pool, pool umbrellas, sun loungers
Winstead Inn
Winstead Inn
4.0 star property
9.4 out of 10, Exceptional, (125)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
$168 nightly
The price is $192
Oct 20 - Oct 21
Total with taxes and fees
Winstead Inn
Traditional Room, 2 Twin Beds, Non Smoking, Shared Bathroom | Memory foam beds, individually decorated, individually furnished, desk
Nantucket Guest House
Nantucket Guest House
3.0 star property
9.8 out of 10, Exceptional, (41)
"Nice clean place to stay on a wonderful island! "
$189 nightly
The price is $211
Oct 16 - Oct 17
Total with taxes and fees
Nantucket Guest House
Deluxe Room | 1 bedroom, premium bedding, individually decorated
Mercury Hotel Provincetown
Mercury Hotel Provincetown
3.0 star property
9.0 out of 10, Wonderful, (453)
"Beautiful hotel and room, friendly owner, prime location"
$105 nightly
The price is $122
Nov 5 - Nov 6
Total with taxes and fees
Mercury Hotel Provincetown
Terrace/patio
Brass Key Guesthouse - Adults Only
Brass Key Guesthouse - Adults Only
4.0 star property
9.6 out of 10, Exceptional, (429)
"Very well maintained property. We had a nice stay."
$219 nightly
The price is $251
Nov 3 - Nov 4
Total with taxes and fees
Brass Key Guesthouse - Adults Only
Exterior
The Lightkeepers Inn
The Lightkeepers Inn
3.0 star property
9.4 out of 10, Exceptional, (202)
"Location and neighborhood were quiet residential area outside of main tourist street. "
$184 nightly
The price is $206
Oct 21 - Oct 22
Total with taxes and fees
The Lightkeepers Inn
Exterior
Sea Breeze Inn
Sea Breeze Inn
2.5 star property
7.8 out of 10, Good, (192)
"Nice place to stay "
$79 nightly
The price is $90
Oct 16 - Oct 17
Total with taxes and fees
Sea Breeze Inn
Exterior
Anchor Inn Beach House
Anchor Inn Beach House
3.5 star property
9.2 out of 10, Wonderful, (433)
"Can't say enough about the owner Michael and and his staff excellent Great place to stay "
$229 nightly
The price is $262
Oct 19 - Oct 20
Total with taxes and fees
Anchor Inn Beach House
Exterior
The Bradford
The Bradford
2.5 star property
9.4 out of 10, Exceptional, (211)
"Location was great. Just one block from to all shops, restaurants etc in Provincetown, without the noise."
$179 nightly
The price is $205
Oct 16 - Oct 17
Total with taxes and fees
The Bradford
Outdoor wedding area
By the Sea Guests Bed & Breakfast & Suites
By the Sea Guests Bed & Breakfast & Suites
3.5 star property
9.2 out of 10, Wonderful, (184)
"Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!"
$231 nightly
The price is $264
Oct 16 - Oct 17
Total with taxes and fees
By the Sea Guests Bed & Breakfast & Suites
Superior Room, 1 Queen Bed | Terrace/patio
Brasswood Inn
Brasswood Inn
3.5 star property
9.6 out of 10, Exceptional, (126)
"Loved everything about our stay."
$213 nightly
The price is $244
Nov 6 - Nov 7
Total with taxes and fees
Brasswood Inn
Men's 1 double bed, Shared Bathroom | Individually decorated, individually furnished, free WiFi, bed sheets
Crew's Quarters Boarding House Caters to Men
Crew's Quarters Boarding House Caters to Men
2.0 star property
9.4 out of 10, Exceptional, (69)
"We are planing to go back again."
$187 nightly
The price is $214
Nov 7 - Nov 8
Total with taxes and fees
Crew's Quarters Boarding House Caters to Men
Property grounds
Beautiful Estate with salt water pool & pond with kayaks
Beautiful Estate with salt water pool & pond with kayaks
2.5 star property
$3,485 nightly
The price is $3,893
Oct 16 - Oct 17
Total with taxes and fees
Beautiful Estate with salt water pool & pond with kayaks
Property entrance
Copley House
Copley House
3.0 star property
9.0 out of 10, Wonderful, (1868)
"Wonderful location, clean room"
$187 nightly
The price is $216
Oct 19 - Oct 20
Total with taxes and fees
Copley House
Exterior
Oasis Guest House
Oasis Guest House
2.5 star property
9.6 out of 10, Exceptional, (1323)
"Excellent staff, shops nearby. "
$210 nightly
The price is $241
Nov 9 - Nov 10
Total with taxes and fees
Oasis Guest House
1 bedroom, premium bedding, down comforters, minibar
Clarendon Square
Clarendon Square
4.0 star property
9.2 out of 10, Wonderful, (246)
"There was so many options from food to coffee shops. And everthing was in walking distances; only thing i didn't like i ran out of time to explore everything i wanted to"
$514 nightly
The price is $591
Oct 16 - Oct 17
Total with taxes and fees
Clarendon Square
Exterior
The Hamilton Hoppin House
The Hamilton Hoppin House
2.0 star property
9.0 out of 10, Wonderful, (221)
"Super quiet stay, perfect for our quiet couple getaway."
$106 nightly
The price is $120
Nov 2 - Nov 3
Total with taxes and fees
The Hamilton Hoppin House
Standard Double Room, Ensuite (10 Oak Suite)
Hydrangea House
Hydrangea House
3.5 star property
9.8 out of 10, Exceptional, (211)
"Very nice stay."
$195 nightly
The price is $221
Nov 11 - Nov 12
Total with taxes and fees
Hydrangea House
Property entrance
Melville House
Melville House
2.5 star property
8.4 out of 10, Very Good, (375)
"Very close to everything"
$171 nightly
The price is $193
Oct 16 - Oct 17
Total with taxes and fees
Melville House
Property grounds
The Inn on the Horse Farm
The Inn on the Horse Farm
3.0 star property
8.0 out of 10, Very Good, (260)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
$196 nightly
The price is $218
Oct 16 - Oct 17
Total with taxes and fees
The Inn on the Horse Farm
Double Room with One Double Bed @ 1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets
Beacon Inn 1750
Beacon Inn 1750
3.0 star property
7.4 out of 10, Good, (746)
"Excellent for the price and location."
$150 nightly
The price is $167
Oct 29 - Oct 30
Total with taxes and fees
Beacon Inn 1750
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Massachusetts Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Perfect spot for a couple of days stay. Liam at the front desk was friendly and informative. Highly recommend. "
John 1-night trip
Posted 1 day ago
Hyannis Travel Inn

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
Accommodation
 Guest Houses
Lowest Price
Highest Price

Frequently asked questions

What is the nightly rate for a guest house in Southeast Massachusetts?
Rates for Southeast Massachusetts guest houses vary, but travelers can find great-value prices with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Southeast Massachusetts guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Southeast Massachusetts guest house and a B&B?
A guest house in Southeast Massachusetts is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia