House holiday rentals in Wellesley
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Top-rated house rentals in Wellesley
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Wellesley
House rentals with a pool
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
29 Jul – 3 Aug
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
6–13 Nov
Home in Plymouth
4.9 out of 5 average rating, 213 reviewsOcean Side, Amazing View, close to town/beach, Spa
16–23 Nov
Home in Woodstock
4.93 out of 5 average rating, 209 reviewsCedar Ridge
4–11 Jan
Home in Plymouth
4.92 out of 5 average rating, 171 reviewsOur Secret Garden
18–25 Jan
Home in Burrillville
4.83 out of 5 average rating, 132 reviewsGreat country getaway
10–17 Oct
Home in Waltham
4.92 out of 5 average rating, 12 reviewsQuiet/private street
4–11 Aug
Home in Maynard
5.0 out of 5 average rating, 14 reviewsCute mill house: 3BR•Wood stove *Brkfst included*
25 Aug – 1 Sep
Weekly house rentals
Home in Billerica
4.97 out of 5 average rating, 152 reviewsResidential home ▪ Billerica ▪ quiet, clean & cozy
16–23 Mar
Home in Boston
4.79 out of 5 average rating, 182 reviewsGetaway in Historic Charlestown
8–13 May
Home in Cambridge
4.93 out of 5 average rating, 214 reviewsHarvard Square - spacious, free on street parking
12–19 Nov
Home in Shrewsbury
4.85 out of 5 average rating, 198 reviewsA Fabulous House with Beautiful Views
5–12 Sep
Home in Holliston
4.81 out of 5 average rating, 136 reviewsSpacious, cozy and quiet Cabin style house!
10–17 Nov
Home in Southborough
4.91 out of 5 average rating, 137 reviewsLuxury Living at its Best in X-Large 8 Beds Estate
23–30 Jan
Home in Canton
4.84 out of 5 average rating, 144 reviews3 bedroom impeccable private home, quiet street
19–26 Feb
Home in Boston
4.91 out of 5 average rating, 122 reviewsNow avail. Jamaica Pd and Arboretum 20 min Boston
28 Oct – 4 Nov
Private house rentals
Home in Wellesley
4.96 out of 5 average rating, 25 reviewsLovely Cape Minutes To Boston & Day trips In NE!
27 Jun – 4 Jul
Home in Framingham
4.94 out of 5 average rating, 34 reviewsQuiet Northside Home in Framingham
22–29 Jul
Home in Framingham
4.83 out of 5 average rating, 6 reviewsQuaint neighborhood near Boston!
18–25 Jan
Home in Natick
4.83 out of 5 average rating, 40 reviewsCozy Single Family, 3 Bedrooms, 1 Bath, Garage
12–19 Oct
Home in Dover
4.91 out of 5 average rating, 23 reviewsTranquil beautiful home on stunning property
6–13 Feb
Home in Natick
4.92 out of 5 average rating, 63 reviewsRenovated entire house. Great area
14–21 Oct
Home in Newton
4.95 out of 5 average rating, 77 reviewsNewly Renovated Luxury 2 bedroom unit - Newton MA
21–28 Mar
Home in Holliston
4.94 out of 5 average rating, 31 reviewsAll New Private Country Setting (2 Level-No Share)
Quick stats about house rentals in Wellesley
Total rentals
50 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.7T reviews
Destinations to explore
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