Holiday rentals in Wellesley

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Top-rated holiday rentals in Wellesley

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Framingham
1BR—Bright & Cozy 2-Level Home — 25 Min to Boston
750sqft One-Bedroom, 2-Level Apartment @ our 3-Rental Property 1st Floor: —Fully Stocked Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed & Dining Table 2nd Floor: —Bedroom - Queen Memory Foam Bed + Full Length Mirror —Bathroom - Shower/Tub —Desk & Chair + Wardrobe Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Cleaned & Sanitized/COVID Conscious Host
2–9 AprIndividual Host,
£10 per night
4.89 out of 5 average rating, 246 reviews
Guest favourite
Flat in Framingham
Spacious 2 Br with All The Comforts Of Home
This a quaint apartment . Not your typical hotel room. In a country setting but 5-10 minutes from great shopping, restaurants, parks, colleges and major highways. Boston is 22.5 miles away. Fenway Park is 20 miles. Worcester is 17 miles. Private location overlooking conservation land. Walk to great hiking and biking trails but car needed for other activities. Full kitchen, laundry room and living room in addition to 2 br and bath. It has the comfort of a home away from home. Please NO PETS.
24–31 DecIndividual Host,
£147 per night
4.91 out of 5 average rating, 256 reviews
Guest favourite
Guest suite in Weston
FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON
Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 15 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.
2–9 Feb
£190 per night
5.0 out of 5 average rating, 110 reviews

Popular amenities for Wellesley holiday rentals

Stay near Wellesley's top sights

Babson College18 locals recommend
Whole Foods Market84 locals recommend
Wellesley College16 locals recommend
Papa Razzi Wellesley8 locals recommend
The Local Wellesley7 locals recommend
Juniper12 locals recommend

Other great holiday rentals in Wellesley

Guest favourite
Home in Dedham
Private apartment close the city!
11–18 AprProfessional Host,
£64 per night
4.85 out of 5 average rating, 484 reviews
Guest favourite
Flat in Newton
Sunny, private, comfortable 1 bedroom-convenient.
2–9 NovProfessional Host,
£144 per night
4.95 out of 5 average rating, 146 reviews
Guest favourite
Flat in Newton
Country Charm minutes from the Hub - 1st Floor Apt
14–21 AprIndividual Host,
£55 per night
4.86 out of 5 average rating, 456 reviews
Guest favourite
Flat in Hudson
Private Mother-In-Law apartment on the lake!
19–26 SeptIndividual Host,
£88 per night
4.86 out of 5 average rating, 290 reviews
Guest favourite
Home in Newton
Modern, warm & inviting home!
2–9 NovIndividual Host,
£489 per night
4.95 out of 5 average rating, 171 reviews
Guest favourite
Guest suite in Watertown
Private 1BR Pied-a-terre
2–9 AugIndividual Host,
£86 per night
4.92 out of 5 average rating, 261 reviews
Guest favourite
Flat in Framingham
Comfortable apartment in Framingham
28 Mar – 4 AprIndividual Host,
£82 per night
4.95 out of 5 average rating, 182 reviews
Guest favourite
Guest suite in Newton
Private 1 Bedroom suite In West Newton
9–16 AugIndividual Host,
£114 per night
4.92 out of 5 average rating, 198 reviews
Guest favourite
Guest house in Dedham
Country Cottage in the City
8–15 JunIndividual Host,
£125 per night
4.95 out of 5 average rating, 170 reviews
Guest favourite
Guest house in Newton
Charming 2-story private Guesthouse
23–30 JunIndividual Host,
£335 per night
4.93 out of 5 average rating, 210 reviews
Guest favourite
Guest house in Newton
Carriage Hse studio, pvt bath+entr
23–30 AprIndividual Host,
£201 per night
4.95 out of 5 average rating, 137 reviews
Guest favourite
Apartment in Wellesley
Lovely studio walk to Wellesley and Babson College
31 Oct – 7 NovIndividual Host,
£185 per night
4.96 out of 5 average rating, 55 reviews

Quick stats about holiday rentals in Wellesley

Total rentals

60 properties

Wifi availability

60 properties include access to wifi

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2.6K reviews

Destinations to explore