Find Vacation Rentals in Wellesley

We have 18 properties to choose from
Anytime
Guests
Anytime
Guests

Popular Wellesley Vacation Rentals

Find the perfect Wellesley vacation rental

Apartment Wellesley
from $118 per night
Apartment ∙ 2 guests ∙ 1 bedroom

33 m² Apartment

5.0
Outstanding(104 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
House Wellesley
from $194 per night
2 guests ∙ 1 bedroom

House

5.0
Outstanding(24 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
House Wellesley
from $384 per night
House ∙ 4 guests ∙ 2 bedrooms

149 m² House

3.7
Good(6 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
House Wellesley
from $2,205 per night
House ∙ 8 guests ∙ 5 bedrooms

353 m² House

5.0
Outstanding(22 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
Bed and breakfast Wellesley
from $193 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Spacious master bedroom and bath

Wellesley, Norfolk County, Massachusetts, United States
Agoda
Details
House Wellesley
from $201 per night
3 guests ∙ 2 bedrooms

House

4.6
Excellent(25 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
House Wellesley
from $1,027 per night
House ∙ 16 guests ∙ 6 bedrooms

557 m² House

4.7
Excellent(88 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
House Wellesley
from $579 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(25 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
Condo Wellesley
from $382 per night
5 guests ∙ 3 bedrooms

Condo

5.0
Outstanding(36 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Vrbo
Details
Show more

Recommended Rentals With Pools

House  Wellesley
from $610 per night
House ∙ 8 guests ∙ 4 bedrooms

372 m² House

5.0
Outstanding(8 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Pool
Vrbo
Details
House  Wellesley
from $1,116 per night
House ∙ 8 guests ∙ 4 bedrooms

325 m² House

5.0
Outstanding(2 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Pool
Vrbo
Details
House  Wellesley
from $2,192 per night
House ∙ 11 guests ∙ 5 bedrooms

836 m² House

Wellesley, Norfolk County, Massachusetts, United States
Pool
Vrbo
Details
Show more

Pet-Friendly Homes and Apartments

House  Wellesley
from $776 per night
House ∙ 10 guests ∙ 4 bedrooms

167 m² House

4.5
Excellent(8 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Pet-friendly
Vrbo
Details
Farmhouse  Wellesley
from $252 per night
Farmhouse ∙ 8 guests ∙ 3 bedrooms

186 m² Farmhouse

5.0
Outstanding(2 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Pet-friendly
Vrbo
Details
Apartment  Wellesley
from $268 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

149 m² Apartment

4.7
Excellent(77 ratings)
Wellesley, Norfolk County, Massachusetts, United States
Pet-friendly
Vrbo
Details
Show more

Vacation rentals with a balcony

House  Wellesley
from $429 per night
House ∙ 10 guests ∙ 4 bedrooms

293 m² House

Wellesley, Norfolk County, Massachusetts, United States
Balcony
HomeToGo
Details
House  Wellesley
from $534 per night
House ∙ 10 guests ∙ 4 bedrooms

294 m² House

Wellesley, Norfolk County, Massachusetts, United States
Balcony
Vrbo
Details
Apartment  Wellesley
from $293 per night
Apartment ∙ 3 guests ∙ 1 bedroom

89 m² Apartment

Wellesley, Norfolk County, Massachusetts, United States
Balcony
Vrbo
Details
Show more

Frequently Asked Questions

Can I find cheap vacation rentals in Wellesley?

You can book a vacation rental in Wellesley for as little as $86 per night.

Can I book a vacation rental in Wellesley?

On tripping.com, you will find 18 available vacation rental offers in Wellesley.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Wellesley

Looking for the perfect vacation rental for your Wellesley getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Wellesley offers 71 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 52 properties with high-speed WiFi Internet, 16 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Wellesley has 71 gorgeous homes with 19 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 5 vacation rental sites in Wellesley where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 30 HomeAway rentals, 11 TripAdvisor short term rentals and 10 Booking.com vacation rentals.

Popular Day Trips Near Wellesley

image-tag