Wellesley Holiday Rentals
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5 mi
48 rentals in Wellesley.
Spacious Private Entrance Master Bedroom/Bath
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Lovely Studio Walk to Wellesley and Babson College
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Extend your rest in the Wellesley Square's best
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Cottage House near renown Babson College/Wellesley College
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley
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Gorgeous super clean newly renovated modern colonial
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful home in Wellesley's Historic district
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US Open HSE
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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
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Lakefront private house secluded yet close to everything 3bed 2bath w gameroom!
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Perfect Getaway in Historic NewtonHighland (CDC Safe)
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4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
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Lake Cochituate Waterfront Home
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Spacious Private Retreat Near Downtown Boston!
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Peaceful and convenient area with tiny house experience
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The Inn at Newton Highlands, boutique apartment-hotel
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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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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
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tiny house experience steps to water....entire house
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Relaxing ocean-themed Townhome Condo
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Relaxing Cottage on the Woods!
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Private Auburndale Getaway Minutes from Boston!
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Historic Private Auburndale Retreat Near Boston!
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Laxury appartment for 4 close to 3 Universities and MBTA
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Super Convenience 2BR Condo W/Private Parking in Newton
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Cozy house close to Brandeis, Bentley, Moody St
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The Gatehouse, Cheerful 3 bedroom 3 bathroom house
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New Luxury Listing: 5,000 sq/ft Secluded House
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Inn at Newton Highlands, Suite 2, Apartment-Hotel
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Brand New Modern Private House in Newton.
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Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
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Charming home near US Open Tournament site
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Boston Mansion | Heated Pool | Tennis Court | Fire Pit | 9k sqft
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Walk to Restaurants & Park - Charming Cottage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious beautiful 3-bedroom, 2-bathroom home just 2 minutes from I-90 and I-95
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunny and spacious 2-BR condo near Hospitals, Universities and Biotechs
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Waterfront Estate home on pristine lake
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Charming 3-bedroom house with AC and WiFi in lovely Wayland
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Weston, Mass. - 3-bedroom Colonial farmhouse, 3 min. from I90 & I95 AC & Wifi.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pet-friendly Property with Free On-site Parking! Your Convenience at its Best!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Charles Chateau | Boston Mansion | Sleeps 14+
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Waterfront 5-bedroom house in terrific Newtonville
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious private 4-bedroom house in lovely Newton
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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The Inn at Newton Highlands Loft 1-bed, 1-bath luxury apartment
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Charming 1000 Sq Ft 1 Bedroom Aupair Suite: Prime Wayland Location
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Experience Classic Charm in a Cozy 115-Year-Old Colonial
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Wellesley
- Yes, here are some popular holiday rentals in Wellesley that have a pool:
- Spacious Private Entrance Master Bedroom/Bath
- Lovely Studio Walk to Wellesley and Babson College
- Extend your rest in the Wellesley Square's best
- Yes, here are some popular holiday rentals in Wellesley that have internet access:
- Spacious Private Entrance Master Bedroom/Bath
- Lovely Studio Walk to Wellesley and Babson College
- Extend your rest in the Wellesley Square's best
- Some of the most popular kid friendly rentals in Wellesley are:
- Extend your rest in the Wellesley Square's best
- Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley
- Beautiful home in Wellesley's Historic district
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