Holiday homes by the sea in Chestnut Hill
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Chestnut Hill
We have selected the best holiday accommodation by the sea in Chestnut Hill. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Chestnut Hill
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Chestnut Hill - United States
Sunny, Spacious, Sleeps 4, steps to MBTA, pkg avail, close to Fenway, BC, BU
- 4 Guests 1Bedroom
10 Exceptional (2)This apartment is located in Aspinwall Hill, a neighborhood in Brookline. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping ... -
Chestnut Hill - United States
Spacious, Furnished, Top Floor 1Bed, close to MBTA, Longwood Medical & Hospitals
- 4 Guests 1Bedroom
10 Exceptional (1)This apartment is located in Brighton, a neighborhood in Boston. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can ... -
Chestnut Hill - United States
Apartment in Victorian House
- 4 Guests 2Bedrooms
10 Exceptional (1)This apartment is located in Watertown. Encore Boston Harbor and Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Harvard Square and ... -
Chestnut Hill - United States
Luxury Beautiful Apartment 3b /2ba Parking, In Boston Brookline Nice Location!
- 3 Guests 0Bedroom
9.8 Exceptional (37)This apartment is located in Central Village, a neighborhood in Brookline. Fenway Park and The Freedom Trail are notable landmarks, and some of the area's activities can be experienced at Boston Marathon ... -
Chestnut Hill - United States
Sunny private room, Longwood, 10min walk to Fenway
- 2 Guests 1Bedroom
10 Exceptional (2)This apartment is located in Longwood, a neighborhood in Brookline. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and the area's natural beauty can be seen at Boston Common. Check out ... -
Chestnut Hill - United States
Heart of Brookline Private Studio
- 2 Guests 1Bedroom
9.8 Exceptional (14)This apartment is located in Aspinwall Hill, a walkable area in Brookline with good shopping. Fenway Park and The Freedom Trail are notable landmarks, and travelers looking to shop may want to visit Newbury ... -
Chestnut Hill - United States
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
- 4 Guests 0Bedroom
8.9 Fabulous (132)This apartment is located in West Cambridge, a walkable area in Cambridge with good shopping. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and the area's natural beauty can be seen at ...Check Availability -
Chestnut Hill - United States
NEW Modern, Spacious, bright, private apartment
- 4 Guests 1Bedroom
10 Exceptional (2)This apartment is located in Watertown. Fenway Park and Faneuil Hall Marketplace are notable landmarks and New England Aquarium is a popular area attraction. Ready for a night out? Consider Brighton Music ... -
Chestnut Hill - United States
Maria's JP Rental - Boston Duplex in Popular Jamaica Plain ("JP") area
- 6 Guests 2Bedrooms
6.5 Pleasant (308)Located in Boston, this apartment is in the city center. Fenway Park and The Freedom Trail are notable landmarks, and some of the area's activities can be experienced at Boston Harbor and Long Wharf. Traveling ... -
Chestnut Hill - United States
Renovated, sunny and spacious studio in Boston
- 2 Guests 1Bedroom
10 Exceptional (2)Located in Boston, this apartment is in the city center. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Newbury ... -
Chestnut Hill - United States
Beautiful New Apartment near Moody St / Commuter Rail Into Boston
- 5 Guests 2Bedrooms
9.2 Exceptional (48)Located in Waltham, this apartment is in the city center and on a river. Fenway Park and The Freedom Trail are notable landmarks, and some of the area's activities can be experienced at Encore Boston Harbor ... -
Chestnut Hill - United States
Renovated,Walk To Longwood,Fenway, Coolidge Corner,Brookline Vill,pkg,transport
- 4 Guests 1Bedroom
9.6 Exceptional (118)This apartment is located in Brookline. Fenway Park and The Freedom Trail are notable landmarks, and travelers looking to shop may want to visit Newbury Street and Harvard Square. Consider Encore Boston ...Check Availability -
Chestnut Hill - United States
The heart Cambridge/Boston Studio free parking3#
- 3 Guests 0Bedroom
9.6 Exceptional (103)Located in Cambridge, this apartment is in the city center. Fenway Park and Faneuil Hall Marketplace are notable landmarks and New England Aquarium is a popular area attraction. Looking to enjoy an event ... -
Chestnut Hill - United States
Arthouse2 Brewery District available BOOK Now!
- 5 Guests 2Bedrooms
9 Exceptional (24)Located in Boston, Arthouse2 Brewery District available BOOK Now! is in the city center. Boston Marathon Finish Line and Boston Harbor are worth checking out if an activity is on the agenda, while those ... -
Chestnut Hill - United States
Perfect location, beautiful settting. THIRD PARTY PAYMENTS ARE NOT ACCEPTED
- 2 Guests 1Bedroom
9.6 Exceptional (5)This apartment is located in Newton Center, a neighborhood in Newton. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping ... -
Chestnut Hill - United States
Special! Bostons Best!!!*** L@@K** 1.5 miles to center of Attractions!
- 4 Guests 1Bedroom
9.6 Exceptional (169)This condo is located in Roxbury, a neighborhood in Boston. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and some of the area's activities can be experienced at Boston Harbor and Flynn ...Check Availability -
Chestnut Hill - United States
Heart Cambridge free parking 2 beds MIT/Harvard/ Boston/4#
- 4 Guests 1Bedroom
9.6 Exceptional (54)This apartment is located in Cambridgeport, a neighborhood in Cambridge. Fenway Park and The Freedom Trail are notable landmarks, and some of the area's activities can be experienced at Boston Harbor and ...Check Availability -
Chestnut Hill - United States
sleeps 4, Near BC,BU Easy Access To Boston, Mins To Public transport,balcony
- 4 Guests 1Bedroom
9 Exceptional (14)This condo is located in Brighton, a neighborhood in Boston. Encore Boston Harbor and Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit ... -
Chestnut Hill - United States
Stunning BOSTON BROWNSTONE condo by interior designer!
- 3 Guests 2Bedrooms
10 Exceptional (4)Located on a river, this condo is in Fenway–Kenmore, a neighborhood in Boston. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and some of the area's activities can be experienced at Boston ... -
Chestnut Hill - United States
St. Mary,Longwood Medical, Renovated Studio, MBTA, 10min walk to Fenway
- 2 Guests 0Bedroom
7.8 Very Good (12)This apartment is located in Longwood, a neighborhood in Brookline. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and travelers looking to shop may want to visit Newbury Street and Harvard ...Check Availability
Bed and breakfast offers in Chestnut Hill by the sea
Are you looking for an accommodation in Chestnut Hill and do you want to save money? Choose from 20 Bed & Breakfasts in Chestnut Hill
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Chestnut Hill - United States
*Fort Hill Inn*Best Value in Boston! Private Guest Room/Bath* Minutes to center
- 2 Guests 1Bedroom
8.8 Fabulous (62)This guesthouse is located in Roxbury, a neighborhood in Boston. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and some of the area's activities can be experienced at Boston Harbor and ...Check Availability -
Chestnut Hill - United States
Samuel Sewall Inn
- Hotel
9.5 Exceptional (724)This charming Brookline hotel is located one block from public transportation and 2 miles from Boston Common. The hotel features in-room massages, a buffet style breakfast every morning and free Wi-Fi. The ... -
Chestnut Hill - United States
The Windsor Inn
- Hotel
8.6 Fabulous (62)Located 5 minutes’ walk from Massachusetts Institute of Technology, this accommodation boasts free Wi-Fi and a flat-screen TV in every guestroom. The Central Square underground is 10 minutes’ walk away. ... -
Chestnut Hill - United States
A Tranquil House In Cambridge
- Hotel
8.6 Fabulous (252)Located on the riverwalk, A Tranquil House In Cambridge is in Strawberry Hill neighborhood and is connected to a shopping center. Looking to enjoy an event or a game? See what's going on at Fenway Park ...Check Availability -
Chestnut Hill - United States
Irving House at Harvard
- Hotel
8.4 Fabulous (2617)Located 230 metres from the famed Harvard University and set in the heart of Harvard Square, this charming guesthouse offers cozy accommodations, a delicious free daily breakfast and an on-site library. ... -
Chestnut Hill - United States
Coolidge Corner Guest House
- Hotel
8.2 Fabulous (932)Near a metro station, Coolidge Corner Guest House is in Coolidge Corner South Side, a walkable area in Brookline with good shopping. The area's natural beauty can be seen at Boston Public Garden and Boston ...Check Availability -
Chestnut Hill - United States
Beacon Inn 1087
- Hotel
7.7 Very Good (1790)Beacon Inn 1087 is located in Longwood, a neighborhood in Brookline, and is near a metro station. Fenway Park and Faneuil Hall Marketplace are notable landmarks, and the area's natural beauty can be seen ...Check Availability -
Chestnut Hill - United States
Natalie House - Boston
- Hotel
8.6 Fabulous (48)Natalie House - Boston is located in Brighton, a neighborhood in Boston, and is near the airport and near a metro station. Travelers eager for a bit of culture can stop by Boston Museum of Fine Arts, while ...Check Availability -
Chestnut Hill - United States
Beacon Inn 1750
- Hotel
7.4 Very Good (1737)This bed and breakfast is in Brookline and is one mile from Boston College. This property is a 19th century brownstone and features free Wi-Fi in every room. Rooms at the Beacon Inn 1750 each have a unique ... -
Chestnut Hill - United States
Bedrooms near Fenway & Downtown Boston
- Hotel
2.5 Acceptable (175)Bedrooms near Fenway & Downtown Boston is located in Jamaica Plain, a neighborhood in Boston. Fenway Park and Faneuil Hall Marketplace are notable landmarks and New England Aquarium is a popular area attraction. ...Check Availability -
Chestnut Hill - United States
Chez Pat in Cambridge
- Hotel
8 Fabulous (180)Chez Pat in Cambridge is located in Mid-Cambridge, a neighborhood in Cambridge with good shopping. The area's natural beauty can be seen at Boston Public Garden and Boston Common, while Harvard University ...Check Availability -
Chestnut Hill - United States
A Friendly Inn at Harvard
- Hotel
7.9 Very Good (584)Located within a 800 metres radius of Harvard Square and Harvard University, this Cambridge inn offers free WiFi access throughout the property. Cable TV is provided in each simply furnished guest room ... -
Chestnut Hill - United States
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Chestnut Hill - United States
Prospect Place B&B
- 8 Guests 4Bedrooms
8.4 Fabulous (17)Set in the centre of Cambridge, 600 metres from Central Square Theatre and 800 metres from Inman Square, Prospect Place B&B offers accommodation with free WiFi, air conditioning and access to a garden ... -
Chestnut Hill - United States
Natalie House
- 18 Guests 8Bedrooms
Located in Boston, within 5.4 km of Harvard Square and 5.5 km of Brattle Theatre, Natalie House offers accommodation with free WiFi, air conditioning, a garden and a shared lounge. ... -
Chestnut Hill - United States
140 Bedrooms near to Fenway & Downtown
- 30 Guests 10Bedrooms
English, Spanish, Free Wi-Fi in all rooms!, Internet, Internet services, Wi-Fi in public areas, Heating in public area, Smoke-free property, Pets allowed, ... -
Chestnut Hill - United States
The Pistachio Room (Room 2) at The Perthshire House.
- 2 Guests 1Bedroom
9.4 Exceptional (16)Located in Boston, this bed & breakfast is in the city center. Encore Boston Harbor and Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit ...Check Availability -
Chestnut Hill - United States
Private Furnished Rooms near Longwood Medical and Coolidge Corner
- 14 Guests 14Bedrooms
This guesthouse is located in Brookline. Fenway Park and The Freedom Trail are notable landmarks, and travelers looking to shop may want to visit Newbury Street and Harvard Square. Check out an event or ...Check Availability -
Chestnut Hill - United States
A Tranquil House In Cambridge
- Hotel
8.9 Fabulous (158)Located in Cambridge, 2.5 km from Harvard University, Kitty's House near Harvard Square features air-conditioned rooms with free high speed WiFi throughout the property. Free private parking is available ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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![Farmstays in Chestnut Hill]()
Farmstays in Chestnut Hill -
![Hotels in Chestnut Hill]()
Hotels in Chestnut Hill
