Holiday rentals near Wellesley College
We found 336 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Wellesley College that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Wellesley College
Showing deals for:14 Nov - 21 Nov
Image gallery for Spacious vacation townhome unit with a pool
1010 out of 10 rating
Exceptional
(12 reviews)
Spacious vacation townhome unit with a pool
Weston, MA
8% off
Price is S$2,973
S$2,973
S$425 per night
includes taxes & fees
Image gallery for West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
9.89.8 out of 10 rating
Exceptional
(63 reviews)
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Boston, MA
14% off
Price is S$3,523
S$3,523
S$503 per night
includes taxes & fees
Image gallery for Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!
1010 out of 10 rating
Exceptional
(14 reviews)
Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!
Dedham, MA
8% off
Price is S$7,709
S$7,709
S$1,101 per night
includes taxes & fees
Image gallery for 4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
9.49.4 out of 10 rating
Exceptional
(22 reviews)
4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
Newton, MA
8% off
Price is S$6,336
S$6,336
S$905 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College
1010 out of 10 rating
Exceptional
(25 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is S$2,326
S$2,326
S$332 per night
includes taxes & fees
Image gallery for Historic Private Auburndale Retreat Near Boston!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Historic Private Auburndale Retreat Near Boston!
Newton, MA
7% off
Price is S$1,974
S$1,974
S$282 per night
includes taxes & fees
Image gallery for Terrific vacation house only 4.5 miles away from downtown Boston
1010 out of 10 rating
Exceptional
(43 reviews)
Terrific vacation house only 4.5 miles away from downtown Boston
Boston, MA
10% off
Price is S$4,798
S$4,798
S$685 per night
includes taxes & fees
Image gallery for Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment
1010 out of 10 rating
Exceptional
(5 reviews)
Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment
Norwood, MA
6% off
Price is S$1,219
S$1,219
S$174 per night
includes taxes & fees
Image gallery for Entire apartment with private entrance.
9.49.4 out of 10 rating
Exceptional
(58 reviews)
Entire apartment with private entrance.
Brookline, MA
8% off
Price is S$2,296
S$2,296
S$328 per night
includes taxes & fees
Image gallery for Norwood Luxe Suite- Pet friendly & Commuter friendly
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Norwood Luxe Suite- Pet friendly & Commuter friendly
Norwood, MA
15% off
Price is S$4,614
S$4,614
S$659 per night
includes taxes & fees
Image gallery for Luxury & First-Class Unit - Great Access - Near Boston - Discounted rates
8.08.0 out of 10 rating
Very good
(7 reviews)
Luxury & First-Class Unit - Great Access - Near Boston - Discounted rates
Watertown, MA
5% off
Price is S$3,779
S$3,779
S$540 per night
includes taxes & fees
Image gallery for Luxury large house minutes to Cambridge and Boston
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Luxury large house minutes to Cambridge and Boston
Watertown, MA
8% off
Price is S$8,568
S$8,568
S$1,224 per night
includes taxes & fees
Image gallery for Modern 2br with W/D in unit, Parking, central air
9.89.8 out of 10 rating
Exceptional
(55 reviews)
Modern 2br with W/D in unit, Parking, central air
Boston, MA
7% off
Price is S$2,281
S$2,281
S$326 per night
includes taxes & fees
Image gallery for Stylish Boston Renovation | Near T
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Stylish Boston Renovation | Near T
Boston, MA
19% off
Price is S$4,086
S$4,086
S$584 per night
includes taxes & fees
Image gallery for Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk
9.69.6 out of 10 rating
Exceptional
(66 reviews)
Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk
Brookline, MA
8% off
Price is S$2,504
S$2,504
S$358 per night
includes taxes & fees
Image gallery for Harvard House: Make Your 2025 Family Gathering Unforgettable"
9.89.8 out of 10 rating
Exceptional
(66 reviews)
Harvard House: Make Your 2025 Family Gathering Unforgettable"
Waltham, MA
8% off
Price is S$8,963
S$8,963
S$1,280 per night
includes taxes & fees
Image gallery for Luxury treat Tuscany style villa just few miles from downtown Boston
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury treat Tuscany style villa just few miles from downtown Boston
Newton, MA
8% off
Price is S$25,078
S$25,078
S$3,583 per night
includes taxes & fees
Image gallery for 15 minutes to Fenway Park! Family-sized unit offers free parking.
9.89.8 out of 10 rating
Exceptional
(22 reviews)
15 minutes to Fenway Park! Family-sized unit offers free parking.
Boston, MA
15% off
Price is S$2,924
S$2,924
S$418 per night
includes taxes & fees
Image gallery for Modern, Spacious, bright, private apartment
9.49.4 out of 10 rating
Exceptional
(30 reviews)
Modern, Spacious, bright, private apartment
Watertown, MA
8% off
Price is S$1,777
S$1,777
S$254 per night
includes taxes & fees
Image gallery for Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
8.68.6 out of 10 rating
Excellent
(42 reviews)
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
Boston, MA
8% off
Price is S$2,149
S$2,149
S$307 per night
includes taxes & fees
Image gallery for Boston-Modern Spacious Family Friendly Apartment w/Parking
1010 out of 10 rating
Exceptional
(98 reviews)
Boston-Modern Spacious Family Friendly Apartment w/Parking
Boston, MA
7% off
Price is S$2,635
S$2,635
S$376 per night
includes taxes & fees
Image gallery for Perfect Getaway in Historic NewtonHighland (CDC Safe)
8.88.8 out of 10 rating
Excellent
(18 reviews)
Perfect Getaway in Historic NewtonHighland (CDC Safe)
Newton, MA
7% off
Price is S$2,080
S$2,080
S$297 per night
includes taxes & fees
Image gallery for The Inn at Newton Highlands, boutique apartment-hotel
1010 out of 10 rating
Exceptional
(79 reviews)
The Inn at Newton Highlands, boutique apartment-hotel
Newton, MA
12% off
Price is S$3,730
S$3,730
S$533 per night
includes taxes & fees
Image gallery for Large 4 Bedroom apartments, 3RD FL Brighton
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Large 4 Bedroom apartments, 3RD FL Brighton
Boston, MA
8% off
Price is S$4,694
S$4,694
S$671 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Chalet
Find the best place to stay - Wellesley College
Modern 3 Bd Oasis, Convenient city living w/ parking
Sleeps 5 · 3 bedrooms · 1 bathroom
Wellesley Spacious and Modern
Sleeps 7 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Beautiful home in Wellesley's Historic district
Sleeps 8 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Lovely Studio Walk to Wellesley and Babson College
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!
Sleeps 7 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
1 Mi to Needham Center Square: Pet-Friendly Apt!
Sleeps 5 · 2 bedrooms · 1 bathroom
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value