Wellesley Cottage Rentals
House
10.0(31 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
AU $431/Night
7 Nights - AU $3,016
Apartment
8.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
Spa- Fireplace/Heating
Pet Friendly- Parking
AU $947/Night
7 Nights - AU $6,629
AU $2,906/Night
7 Nights - AU $20,344
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
Air Conditioner
Internet
Child Friendly
Bedding/Linens
AU $111/Night
7 Nights - AU $775
New
Villa
1 Bedroom
5 Baths
10 Guests
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
AU $2,508/Night
7 Nights - AU $17,555
Apartment
9.4(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $452/Night
7 Nights - AU $3,161
New
Apartment
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Parking
- Air Conditioner
- Internet
AU $411/Night
7 Nights - AU $2,877
House
8.0(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
1600 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
AU $620/Night
7 Nights - AU $4,338
Apartment
1 Bedroom
1 Bath
2 Guests
5381.95 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
AU $347/Night
7 Nights - AU $2,428
Condo
1 Bedroom
1 Bath
2 Guests
350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $115/Night
7 Nights - AU $805
House
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
AU $251/Night
7 Nights - AU $1,755
House
10.0(14 Reviews)
5 Bedrooms
3 Baths
8 Guests
3800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $3,762/Night
7 Nights - AU $26,336
Why Choose Rent By Owner for your Wellesley Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Wellesley
How to Book Your Wellesley Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Wellesley
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Wellesley, MA
Wellesley College
Massachusetts Horticultural Society's Gardens at Elm Bank
Wellesley Hills
Babson Park
Babson College
Frequently Asked Questions About Wellesley Rental Cottages
1. What are the top Cottages in Wellesley?
There are a lot of options in Wellesley. If you plan on staying in the Wellesley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Wellesley:
- Spacious 5-bedroom house with theatre and gym
- Charming 3BR Colonial Home in Wellesley
- Wellesley. 1 mi. Babson, Wellesley collge- sep entry, AC, full bath,mwave,fridge
- Quiet Entire Home/Office - Best Location - Walk to Train/Colleges/Grocery
- World Cup travelers--40 min to Gillette! Spacious private home w/jacuzzi tub
- Spacious private 4-bedroom house in lovely Newton
- Beautiful Home in Wellesley MA. Just west of downtown Boston. FURNISHED
- New construction! 1 bedroom plus loft, walk to town, commuter rail, shops
2. How many Cottages are available in Wellesley?
Currently, the total number of properties listed by RBO in 2026 is over 32 in the Wellesley area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Wellesley.
More Rentals You May Like Near Wellesley
House
1 Bedroom
1 Bath
2 Guests
161.46 ft²
- Fireplace/Heating
- View
- Kitchen
- Parking
AU $226/Night
7 Nights - AU $1,580
House
10.0(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
2400 ft²
Hot Tub- Spa
- Fireplace/Heating
- Ocean View
AU $978/Night
7 Nights - AU $6,844
House
6 Bedrooms
5 Baths
14 Guests
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $8,865/Night
7 Nights - AU $62,051
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
Private Pool- Hot Tub
- Fireplace/Heating
Pool
AU $6,794/Night
7 Nights - AU $47,559
New
House
6 Bedrooms
6 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $2,159/Night
7 Nights - AU $15,116
Apartment
10.0(90 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $265/Night
7 Nights - AU $1,856
House
10.0(4 Reviews)
1 Bedroom
2 Baths
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $397/Night
7 Nights - AU $2,782
Apartment
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
AU $111/Night
7 Nights - AU $780
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $1,521/Night
7 Nights - AU $10,647
House
10.0(1 Review)
4 Bedrooms
2 Baths
7 Guests
1700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $675/Night
7 Nights - AU $4,723
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $488/Night
7 Nights - AU $3,413
House
3 Bedrooms
1 Bath
4 Guests
2000 ft²
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
AU $862/Night
7 Nights - AU $6,037
