Wellesley Vacation Rentals
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Bathrooms
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Property type
Distinctive Features
Distance from
5 mi
49 rentals in Wellesley.
Spacious Private Entrance Master Bedroom/Bath
Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Affiliated with FlipKey
Spacious Private Entrance Master Bedroom/Bath
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Furnished Studio + Private Patio + parking in Wellesley Square
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Cottage House near renown Babson College/Wellesley College
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Extend your rest in the Wellesley Square's best
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Lovely Studio Walk to Wellesley and Babson College
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Family-friendly 3BR House
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Near All Colleges Quiet Entire home /Office in Central Wellesley
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quiet Entire Home/Office - Best Location - Walk to Train/Colleges/Grocery
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming 3BR Colonial Home in Wellesley
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Gorgeous super clean newly renovated modern colonial
Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful home in Wellesley's Historic district
Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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US Open HSE
Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Home in Wellesley MA. Just west of downtown Boston. FURNISHED
Rental Home
4 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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The following properties within 20 miles of Wellesley match all your filters:
The Inn at Newton Highlands, boutique apartment-hotel
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful 6000 sq ft home 20 min to Boston
Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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The Inn at Newton Highlands, boutique apartment-hotel
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Dream Home Experience: pool, hot tub, sauna and more. Explore Boston in Style!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The Inn at Newton Highlands, Suite 2, Apartment-Hotel
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Getaway in Historic NewtonHighland (CDC Safe)
Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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5 star accommodation in exclusive estate location
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquility and convenience in a coveted neighborhood in the Boston area
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern Luxe Loft
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Peaceful and convenient area with tiny house experience
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Exquisite Contemporary Home Overlooking Woods
Rental Home
2 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
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Perfect location, beautiful settting. THIRD PARTY PAYMENTS ARE NOT ACCEPTED
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet relaxing retreat
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chic 1BR w/ Gym, W/D, Steps from Newtonville Train by Blueground
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hip Newton 1BR w/ W/D, nr Newtonville Train, by Blueground
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chic 1BR w/ Gym, W/D, Steps from Newtonville Train by Blueground
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Relaxing Cottage on the Woods!
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Auburndale Getaway Minutes from Boston!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Chic studio w/ Gym, W/D, Steps from Newtonville Train by Blueground
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Laxury appartment for 4 close to 3 Universities and MBTA
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Private Auburndale Retreat Near Boston!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Super Convenience 2BR Condo W/Private Parking in Newton
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy house close to Brandeis, Bentley, Moody St
Rental Home
4 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Great family home close to Boston in family neighborhood!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Minutes to Boston College
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Gatehouse, Cheerful 3 bedroom 3 bathroom house
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New Luxury Listing: 5,000 sq/ft Secluded House
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Private Retreat Near Downtown Boston!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming home near US Open Tournament site
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Greenhouse escape in quiet neighborhood right outside of Boston
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Relaxing ocean-themed Townhome Condo
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Lake Cochituate Waterfront Home
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Boston Country Estate | Pool | Tennis Court | Fire Pit | 9k sqft
Rental Home
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Tiny house experience steps to water....entire house
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Showing results 1-49 of 49
Frequently Asked Questions about Wellesley
- Yes, here are some popular vacation rentals in Wellesley that have a pool:
- Spacious Private Entrance Master Bedroom/Bath
- Spacious Private Entrance Master Bedroom/Bath
- Furnished Studio + Private Patio + parking in Wellesley Square
- Yes, here are some popular vacation rentals in Wellesley that have internet access:
- Spacious Private Entrance Master Bedroom/Bath
- Spacious Private Entrance Master Bedroom/Bath
- Furnished Studio + Private Patio + parking in Wellesley Square
- Some of the most popular kid friendly rentals in Wellesley are:
- Furnished Studio + Private Patio + parking in Wellesley Square
- Extend your rest in the Wellesley Square's best
- Family-friendly 3BR House