Title: Wellesley, MA Guest Houses from $116 | Expedia.com

[Wellesley Travel Guide](https://expedia.com/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.com/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Vacation Rentals in Wellesley](https://expedia.com/Wellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals)[Flights to Wellesley](https://expedia.com/Cheap-Flights-To-Wellesley.d7665.Travel-Guide-Flights)[Car Rentals in Wellesley](https://expedia.com/Car-Rentals-In-Wellesley.d7665.Car-Rental-Guide)[Wellesley Vacation Packages](https://expedia.com/Wellesley.d7665.Destination-Travel-Guides)

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## Check prices for these dates

Next weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wellesley guest houses

![Property entrance](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/ff84eaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/5ebb4acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Single Room, 1 Twin Bed | Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/f3a293b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/99ff7575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Copley House

[](https://www.expedia.com/Boston-Hotels-Copley-House.h1482493.Hotel-Information)

Back Bay

9.2/10

Wonderful

(2,010 reviews)

"Fabulous place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea

$135 nightly

$155 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Copley-House.h1482493.Hotel-Information)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/55a7f850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/aa08e294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/a6a4dfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/7e78cb5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bay Village Suites

[](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information)

Bay Village

6.6/10

(259 reviews)

"This is a convenient property, close to the T and the Common. You will need to be able to walk up some narrow stairs, and adjust to sharing a common bathroom. I met the owner while he was shoveling snow after the nor'easter, and he could not have been nicer! Great value for the money, fairly quiet and I would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Louise

$151 nightly

$174 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/31868feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/4aea60d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Double Room, Ensuite | Hypo-allergenic bedding, pillowtop beds, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/fdbe5d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/074e6f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oasis Guest House

[](https://www.expedia.com/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information)

Fenway–Kenmore

9.4/10

Exceptional

(1,415 reviews)

"Very friendly staff, great rooms "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samuel

$130 nightly

$150 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/a55155e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, minibar, individually decorated](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/17519ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/5234a55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/baa5f11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clarendon Square

[](https://www.expedia.com/Boston-Hotels-Clarendon-Square-Bed-Breakfast.h1145270.Hotel-Information)

South End

9.2/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Blake

$428 nightly

$491 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Clarendon-Square-Bed-Breakfast.h1145270.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/16d44f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/1ed4afcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/48469faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/aa795184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coolidge Corner Guest House

[](https://www.expedia.com/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information)

Coolidge Corner

8.2/10

Very Good

(630 reviews)

"Great location, a little tight for 3 but we made it work. LIndsay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsay

$137 nightly

$153 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/c580a535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room @ 1087 Beacon St.  | Desk, iron/ironing board, free WiFi, alarm clocks](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/ac883cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room with Two Double Beds @ 1087 Beacon St.  | Desk, iron/ironing board, free WiFi, alarm clocks](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/585503aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room with One Double Bed and Private Detached Bath @ 1087 Beacon St. | Bathroom | Shower, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/880d6c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beacon Inn 1087

[](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information)

Longwood

8.0/10

Very Good

(802 reviews)

"Nice cozy and quaint little place highly recommend"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher

$104 nightly

$116 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/c04ca267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/51517f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room with Two Double Beds @ 1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/e123a03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room @1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/011a3ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beacon Inn 1750

[](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information)

Brookline

7.4/10

Good

(760 reviews)

"The room was clean and the staffs were nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Xiaoyong

$104 nightly

$116 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/66e5a396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/00b94875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/28039a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/d574c037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn on the Horse Farm

[](https://www.expedia.com/Boston-Hotels-The-Inn-On-The-Horse-Farm.h1170159.Hotel-Information)

Sudbury

8.0/10

Very Good

(270 reviews)

"This was a beautiful place! Great for relaxation, convenient to amenities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melanie

$97 nightly

$109 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Inn-On-The-Horse-Farm.h1170159.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/a60c0158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/4980475e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Single Room | Free WiFi](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/7afaca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Single Room | Free WiFi](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/d2e2944d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 184 Heath St

[](https://www.expedia.com/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information)

Jamaica Plain

3.6/10

(46 reviews)

"It was nice. The room has wi-fi and a kitchen near the living room. There's a pool table. The owner is very nice and respectable. The other guests are quiet and it felt pretty safe. The price was really good. Thank you."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shakari

$138 nightly

$159 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information)

![Classic Room | Free WiFi](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/acd5adfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/e08c4325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room | Free WiFi](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/b86cf453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ESJACPE GUEST HOUSE

[](https://www.expedia.com/Boston-Hotels-ESJACPE-GUEST-HOUSE.h108435179.Hotel-Information)

Jamaica Plain

2.8/10

(28 reviews)

"Thanks I liked my stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristina

$144 nightly

$166 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-ESJACPE-GUEST-HOUSE.h108435179.Hotel-Information)

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](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg)

### Harborside Inn Of Boston

10/10 Excellent

"Room was spacious and comfortable, lighting was on the dark side but with the windows open during the day it was more than bright enough. I love that the rooms are cleaned as requested. Made it really speedy when we needed the room cleaned."

[](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![The Midtown Hotel MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e1e25d35_y.jpg)

### The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"Breakfast option is limited. Could be better."

[](https://expedia.com/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information)

![Club Quarters Hotel Faneuil Hall, Boston](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5_y.jpg)

### Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent

"Very easy digital check in process for those who want to use it. Having my key in my apple wallet was super convenient. We have stayed here a few times because of the kind staff, clean rooms, and convenient location to Downtown Crossing, Faneuil Hall, the North End, the Commons, and the TD Garden. Love this place!"

[](https://expedia.com/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information)

![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg)

### The Dagny Boston

10/10 Excellent

"This hotel is both beautiful and ideally located for exploring central Boston. The staff are all super friendly. Coffee shop is great and the cocktails in the bar are delicious. I also love the little "library room" off the hotel lobby where my friend and I had our coffee and chatted surrounded by books and beautiful accoutrements."

[](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg)

### citizenM Boston Back Bay

10/10 Excellent

"The staff were incredibly friendly and welcoming. Some amenities were closed for renovation, but otherwise I was very impressed with the property. Great location in Back Bay, too! "

[](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

![Sheraton Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/19346b33_y.jpg)

### Sheraton Boston, a Marriott Hotel

10/10 Excellent

"Great stay"

[](https://expedia.com/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information)

![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg)

### Hilton Boston Logan Airport

10/10 Excellent

"The bed was comfortable. The bar food was good. I left before breakfast."

[](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information)

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg)

### Seaport Hotel Boston

10/10 Excellent

"Staff was extremely friendly and detail-oriented. "

[](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824_y.jpg)

### Encore Boston Harbor

10/10 Excellent

" Not applicable "

[](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information)

## Find out more about Wellesley

## Wellesley Guest Houses information

| Number of reviews | 6,157           |
| ----------------- | --------------- |
| Accommodation     | 16 Guest Houses |
| Lowest Price      | $116            |
| Highest Price     | $491            |

## Frequently asked questions

### What is the nightly rate for a guest house in Wellesley?

### What's the difference between a Wellesley guest house and a B&B?

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- [Condo Rentals in Riverside Station ](https://www.expedia.com/Riverside-Station-Condos.d6210458-aaCondos.Travel-Guide-Accommodation)
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- [Flights to Boston ](https://www.expedia.com/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)
- [Flights to Needham ](https://www.expedia.com/Cheap-Flights-To-Needham.d8909.Travel-Guide-Flights)
- [Flights to Natick ](https://www.expedia.com/Cheap-Flights-To-Natick.d8903.Travel-Guide-Flights)

- [Wellesley College ](https://www.expedia.com/Wellesley-College-Boston.d6091825.Vacation-Attraction)
- [Visit Babson Park ](https://www.expedia.com/Boston-Babson-Park.dx183318)
- [Belkin Family Lookout Farm ](https://www.expedia.com/Belkin-Family-Lookout-Farm-Boston.d626193678781935616.Vacation-Attraction)
- [Charles River Peninsula ](https://www.expedia.com/Charles-River-Peninsula-Boston.d553248621532667039.Vacation-Attraction)
- [Visit Needham ](https://www.expedia.com/Needham.dx8909)
- [Needham Vacations ](https://www.expedia.com/Needham.d8909.Destination-Travel-Guides)

- [Car rentals near Wellesley College ](https://www.expedia.com/Car-Rentals-In-Wellesley-College.d6091825.Car-Rental-Guide)
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- [Hertz Rental Cars in Needham ](https://www.expedia.com/Hertz-Car-Rentals-In-Needham.d8909-c40.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Needham ](https://www.expedia.com/Avis-Car-Rentals-In-Needham.d8909-c41.Car-Rental-Guide-Suppliers)
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- [Minivan Car Rentals in Needham ](https://www.expedia.com/Minivan-Car-Rentals-In-Needham.d8909-tMinivan.Car-Rental-Guide-Class)
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- [Enterprise Rental Cars in Natick ](https://www.expedia.com/Enterprise-Car-Rentals-In-Natick.d8903-c15.Car-Rental-Guide-Suppliers)
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- [Needham Vacation Rentals ](https://www.expedia.com/Needham-Vacation-Rentals.d8909.Travel-Guide-VacationRentals)
- [Natick Vacation Rentals ](https://www.expedia.com/Natick-Vacation-Rentals.d8903.Travel-Guide-VacationRentals)

- [Things to do in Needham ](https://www.expedia.com/Things-To-Do-In-Needham.d8909.Travel-Guide-Activities)
- [Things to do in Natick ](https://www.expedia.com/Things-To-Do-In-Natick.d8903.Travel-Guide-Activities)