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Search Guest Houses in Wellesley

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Wellesley guest houses

A house with a pond in front, surrounded by autumn-colored trees.

1. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (281 reviews)
"Great amenities. The cottage needs tic but it served it purpose for us. 45min. from Boston. Thx appreciate the stay."
United States
geoffrey
$137 nightly
The price is $153
Oct 15 - Oct 16
Total with taxes and fees
The Inn on the Horse Farm
A historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

2. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (809 reviews)
"I highly recommend this place for a great getaway as a vacation spot"
United States
Jonathan
$140 nightly
The price is $156
Nov 1 - Nov 2
Total with taxes and fees
Beacon Inn 1750
A bedroom with a bed, a desk, and a chair.

3. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (184 reviews)
"Responsive owner, easy to find with maps, easy parking out front- very clean and efficient so so quiet!!"
United States
Lisa
$136 nightly
The price is $156
Oct 5 - Oct 6
Total with taxes and fees
Tranquil House in Cambridge
A two-story house with a green exterior and white trim, featuring a porch with a purple railing and a small garden area with plants and a planter.

4. Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very good, (659 reviews)
"My adult daughter and I stayed here because it was close to Fenway and we had tickets to a game. We had a great time, we walked to the game and back, the neighborhood was lovely and the Inn was very nice. We had everything we needed in our room for a peaceful night. The breakfast was satisfactory and it was nice talking to the other guests. We would stay here again"
United States
Rebecca
$179 nightly
The price is $200
Oct 21 - Oct 22
Total with taxes and fees
Coolidge Corner Guest House
A kitchen with wooden cabinets, a white stove, and a microwave.

5. 184 Heath St

184 Heath St
2.0 star property
Jamaica Plain
3.4 out of 10, (80 reviews)
"The room was ok. Wish bathroom was a little cleaner but overall decent for a short stay"
United States
Daniela
$148 nightly
The price is $170
Oct 5 - Oct 6
Total with taxes and fees
184 Heath St
A building with a brick facade partially covered in green ivy.

6. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,290 reviews)
"Very nice and clean property, easy check-in, great location. Would absolutely stay here again!"
United States
Ian
$222 nightly
The price is $256
Oct 30 - Oct 31
Total with taxes and fees
Copley House
A bedroom with a bed, a chair, a fireplace, and a television.

7. Beacon Inn 1087

Beacon Inn 1087
2.5 star property
Longwood
8.0 out of 10, Very good, (873 reviews)
"always a fav for convenient location, classic look, helpful staff"
United States
Ian
$158 nightly
The price is $177
Nov 4 - Nov 5
Total with taxes and fees
Beacon Inn 1087
A row of yellow brick townhouses with a central entrance, large windows, and a tree in the foreground.

8. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,534 reviews)
"The location is great and the staff is friendly."
United States
Gardenia
$244 nightly
The price is $280
Nov 2 - Nov 3
Total with taxes and fees
Oasis Guest House
A bedroom with a large bed, a fireplace, two windows with blinds, a chandelier, and a side table with a lamp.

9. Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (366 reviews)
"Was perfect for a brief stay. The amenities were appropriate for the price and check-in /check-out was very easy and convenient"
United States
Benjamin
$152 nightly
The price is $175
Nov 2 - Nov 3
Total with taxes and fees
Bay Village Suites
A row of blue townhouses with a porch and a sign for 'Boutique Inn'.

10. Ginkgo House on Harvard

Ginkgo House on Harvard
3.0 star property
Central Square
9.8 out of 10, Exceptional, (82 reviews)
"Very quiet, clean, and very kind manager"
United States
Saffet
$234 nightly
The price is $268
Oct 25 - Oct 26
Total with taxes and fees
Ginkgo House on Harvard
A bedroom with a bed, a red chair, a small table with a book, a potted plant, and a staircase leading to an outdoor area.

11. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (44 reviews)
"It’s a pretty nice place to stay."
United States
Jason
$272 nightly
The price is $312
Nov 2 - Nov 3
Total with taxes and fees
Cambridge Common House
A small, unadorned room with two single beds, wooden flooring, and plain walls.

12. ESJACPE GUEST HOUSE

ESJACPE GUEST HOUSE
2.0 star property
Jamaica Plain
2.8 out of 10, (29 reviews)
"Thanks I liked my stay"
United States
Kristina
$329 nightly
The price is $378
Oct 5 - Oct 6
Total with taxes and fees
ESJACPE GUEST HOUSE
A beige sofa with a glass coffee table in front, a white throw blanket, and a vase of blue flowers.

13. Clarendon Square

Clarendon Square
4.0 star property
South End
9.2 out of 10, Wonderful, (258 reviews)
"This is a beautiful property with clean, comfortable rooms. It is on a very quiet street, and the pillows and bedding are perfect, for a great night's sleep. The location is very good, and close to many quality restaurants and shops etc. Stephen is a great host, very helpful, and a pleasure to chat with. Highly recommended."
United States
Darron
$437 nightly
The price is $502
Oct 5 - Oct 6
Total with taxes and fees
Clarendon Square
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Very clean facility. Great spa! Food was very good. Staff very helpful."
Lara 2-night trip
Posted 2 hours ago
Omni Boston Hotel at the Seaport

Find out more about Wellesley

Wellesley Guest Houses information

Number of reviews
5,803
Accommodation
18 Guest Houses
Lowest Price
$153
Highest Price
$502

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 $153 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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