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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 18 Cottages in Wellesley with updated reviews, rates, and availability.

Cozy Pet Friendly House Next To Train
Exterior

Cozy Pet Friendly House Next To Train

2.0 star property
6.6 out of 10, (4)
"My family and I stayed here for 5 days in August and it was lovely! Thanks for everything. The beds were very comfortable and the house was very clean and nice."
Cozy Pet Friendly House Next To Train
COZY, MODERN, Charming Cottage 1min to the beach
Terrace/patio

COZY, MODERN, Charming Cottage 1min to the beach

9.0 out of 10, Wonderful, (7)
"Very charming house in cool location. It was very easy to reach all of Boston's attractions by public transportation with a pleasant walk to the Red Line. This house was the perfect accommodation for our family."
COZY, MODERN, Charming Cottage 1min to the beach
Classic Waterfront Home on Lake Maspenock w/ Grill
Exterior

Classic Waterfront Home on Lake Maspenock w/ Grill

3.0 star property
Classic Waterfront Home on Lake Maspenock w/ Grill
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
House (1 Bedroom) | Interior

Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

3.0 star property
8.0 out of 10, Very Good, (1)
"Comfortable place to stay on the water overlooking Boston Harbor and downtown. Sunsets are amazing behind the tall buildings of downtown. Trails close by for walking and sightseeing. Nice kitchen and bathrooms. We had trouble with getting any of the TV's to work and there was an annoying flood light shining on the back deck from the neighbors house all day and night. Other than those two things it was nice to have a house on the water with a fantastic view. "
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Bright & Pet-friendly Home: 2 Mi to Harvard Square
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3.0 star property
10.0 out of 10, Exceptional, (1)
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Private Island Retreat on Lake Pearl
Bathroom

Private Island Retreat on Lake Pearl

Private Island Retreat on Lake Pearl
Great little cottage sitting behind the main house on 4 acres of property.
1 bedroom, WiFi, bed sheets

Great little cottage sitting behind the main house on 4 acres of property.

Great little cottage sitting behind the main house on 4 acres of property.
The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC
Terrace/patio

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC
Charming Beach Cottage
Interior

Charming Beach Cottage

10.0 out of 10, Exceptional, (1)
"Great location. Lovely island. Property has great view of the water from the enclosed patio. Everything inside is state of the art, from security to lighting and audio/video. Has everything you need and is not a hotel. We will come back."
Charming Beach Cottage
Entire near Boston Cottage House: MBTA, T, all major roads, parking
Terrace/patio

Entire near Boston Cottage House: MBTA, T, all major roads, parking

Entire near Boston Cottage House: MBTA, T, all major roads, parking
Beautiful Lakeside Milford Family Home & Deck
House (3 Bedrooms) | 3 bedrooms, laptop workspace, iron/ironing board, free cribs/infant beds

Beautiful Lakeside Milford Family Home & Deck

3.0 star property
Beautiful Lakeside Milford Family Home & Deck
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
Interior

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

3.0 star property
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
Luxe 4BR 3 Bath North End & Faneuil Hall
House (4 Bedrooms) | Private kitchen | Oven, stovetop, dishwasher, espresso maker

Luxe 4BR 3 Bath North End & Faneuil Hall

3.0 star property
Luxe 4BR 3 Bath North End & Faneuil Hall
Football Fans Lake Retreat - 5 Mins to Gillette!
Property grounds

Football Fans Lake Retreat - 5 Mins to Gillette!

3.0 star property
Football Fans Lake Retreat - 5 Mins to Gillette!
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
Interior

Waltham Vacation Rental ~ 12 Mi to Downtown Boston

3.0 star property
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
Charming Boston Area Home < 1 Mi to Revere Beach!
Property grounds

Charming Boston Area Home < 1 Mi to Revere Beach!

3.0 star property
Charming Boston Area Home < 1 Mi to Revere Beach!
Pet-friendly Revere Getaway, Steps From the T!
Microwave, oven, stovetop, dishwasher

Pet-friendly Revere Getaway, Steps From the T!

3.0 star property
Pet-friendly Revere Getaway, Steps From the T!
Pet-friendly Lynn Home w/ Patio - 3 Mi to Beach!
Microwave, oven, stovetop, dishwasher

Pet-friendly Lynn Home w/ Patio - 3 Mi to Beach!

3.0 star property
Pet-friendly Lynn Home w/ Patio - 3 Mi to Beach!
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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Other property types in Wellesley

907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Lobby

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (474)
"The location was great. Close to the metro and good dining options. "
The price is AED 743
AED 862 total
includes taxes & fees
26 May - 27 May
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Global Luxury Suites Downtown Boston
Lobby lounge

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (550)
"Great place to stay, central and very secure"
The price is AED 835
AED 1,420 total
includes taxes & fees
22 May - 23 May
Global Luxury Suites Downtown Boston
Temple Place Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

2.5 star property
6.8 out of 10, (204)
"We loved how walkable this location was! It was easy to walk or find public transport for anywhere we needed! "
The price is AED 485
AED 759 total
includes taxes & fees
12 May - 13 May
Temple Place Suites
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.