Search Guest Houses in Wellesley

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Check prices for these dates

Next weekend
May 1 - May 3
In two weeks
May 8 - May 10
In one month
May 22 - May 24
In two months
Jun 19 - Jun 21

Our top choices for Wellesley guest houses

Property entrance

Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,057 reviews)
"The location was great, everything was super clean and the bed was so comfortable."
United States
Rob
$115 nightly
The price is $132
Apr 26 - Apr 27
Total with taxes and fees
Copley House
Desk, laptop workspace, free WiFi, bed sheets

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (270 reviews)
"Relatively clean room, nice staff"
United States
Libo
$160 nightly
The price is $184
Apr 26 - Apr 27
Total with taxes and fees
Bay Village Suites
Exterior

Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,435 reviews)
"Lovey Bed and Breakfast in a great location, close to Boylston street and Fenway. "
Ireland
Frank
$182 nightly
The price is $209
May 4 - May 5
Total with taxes and fees
Oasis Guest House
Premium bedding, down comforters, minibar, individually decorated

Clarendon Square

Clarendon Square
4.0 star property
South End
9.2 out of 10, Wonderful, (253 reviews)
"Beautiful brownstone in a great area. Stephen was very accommodating and offered advice on nearby dining. Truly one our favorite stays. "
United States
Blake
$317 nightly
The price is $364
Apr 26 - Apr 27
Total with taxes and fees
Clarendon Square
King Room @ 1087 Beacon St. | Desk, iron/ironing board, free WiFi, alarm clocks

Beacon Inn 1087

Beacon Inn 1087
2.5 star property
Longwood
8.0 out of 10, Very Good, (810 reviews)
"What a cool and unique place to stay!! Stayed overnight while attending a concert @ MGM Fenway. Great location, lots of eateries, shopping and coffee nearby. Staff is so friendly and helpful with check in, parking and check out. Definitely would stay again. "
United States
Gabrielle
$150 nightly
The price is $167
Apr 26 - Apr 27
Total with taxes and fees
Beacon Inn 1087
Property entrance

Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very Good, (634 reviews)
"I loved staying here Melissa the housekeeper was super nice, friendly very helpful when she had the whole house very clean always willing to help. The house felt very comfortable and very home feeling love the furniture the vintage feel/vibe. Close enough to the Red Sox Stadium definitely will be back and stay here again. The breakfast was amazing. They always had milk orange juice, granola bars, bagels everything was always clean and on point thank you so much for letting me stay there. I will...
United States
Irlanda
$160 nightly
The price is $179
Apr 26 - Apr 27
Total with taxes and fees
Coolidge Corner Guest House
Premium bedding, pillowtop beds, free WiFi, bed sheets

Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
$229 nightly
The price is $262
May 24 - May 25
Total with taxes and fees
Cambridge Common House
Room

Casa Castor - Private Room with Shared Bathroom 3

Casa Castor - Private Room with Shared Bathroom 3
Chelsea
$308 nightly
The price is $308
Apr 26 - Apr 27
Total with taxes and fees
Casa Castor - Private Room with Shared Bathroom 3
Exterior

Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (761 reviews)
"This place is awesome. Reminds me of the old inns in Cape May, NJ. I checked in on an unusually warm day in Boston and the staff offered me a cooler room on a lower floor. So kind! The bed was comfy, the shower was hot with good water pressure, and it was quiet. Great, walkable neighborhood as well! I’d definitely stay here again."
United States
Tara
$119 nightly
The price is $133
May 3 - May 4
Total with taxes and fees
Beacon Inn 1750
Superior Room, 2 Bedrooms, Non Smoking, Connecting Rooms | Desk, laptop workspace, blackout drapes, soundproofing

Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (165 reviews)
"Great host and accommodating "
United States
Indu
$138 nightly
The price is $158
Apr 26 - Apr 27
Total with taxes and fees
Tranquil House in Cambridge
Property grounds

The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very Good, (271 reviews)
"This was a beautiful place! Great for relaxation, convenient to amenities. "
United States
Melanie
$112 nightly
The price is $125
Apr 26 - Apr 27
Total with taxes and fees
The Inn on the Horse Farm
Room

Casa Castor - Private Room with Shared Bathroom 2

Casa Castor - Private Room with Shared Bathroom 2
Chelsea
$308 nightly
The price is $308
Apr 26 - Apr 27
Total with taxes and fees
Casa Castor - Private Room with Shared Bathroom 2
Room

Casa Castor - Private Room with Shared Bathroom 1

Casa Castor - Private Room with Shared Bathroom 1
Chelsea
$308 nightly
The price is $308
Apr 26 - Apr 27
Total with taxes and fees
Casa Castor - Private Room with Shared Bathroom 1
Fridge, microwave, oven, dishwasher

184 Heath St

184 Heath St
2.0 star property
Jamaica Plain
3.6 out of 10, (49 reviews)
"Noisy close the road,room is too small, rooms share one bedroom .But the price is cheaper "
Canada
Wenjun
$207 nightly
The price is $238
May 26 - May 27
Total with taxes and fees
184 Heath St
Classic Room | Free WiFi

ESJACPE GUEST HOUSE

ESJACPE GUEST HOUSE
2.0 star property
Jamaica Plain
2.8 out of 10, (28 reviews)
"Thanks I liked my stay"
United States
Kristina
$272 nightly
The price is $313
May 26 - May 27
Total with taxes and fees
ESJACPE GUEST HOUSE
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 Wellesley Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great location, very nice room, but no coffee maker. Other than that everything was fine."
Michael 3-night trip
Posted 2 hours ago
Harborside Inn Of Boston

Find out more about Wellesley

Wellesley Guest Houses information

Number of reviews
6,733
Accommodation
18 Guest Houses
Lowest Price
$125
Highest Price
$364

Frequently asked questions

What is the nightly rate for a guest house in Wellesley?
Rates for Wellesley guest houses vary, but travelers can find great-value prices from $125 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 Wellesley 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 Wellesley guest house and a B&B?
A guest house in Wellesley 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.

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