Wellesley Cottages

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Cottages in Wellesley

5 Mi to TD Garden: Quiet Medford Getaway!

Medford MA

With a stay at this cottage in Medford, you'll be a 3-minute drive from Tufts University and 7 minutes from Encore Boston Harbor.

Cozy Pet Friendly House Next To Train

Canton MA

With a stay at this cottage in Canton, you'll be within a 15-minute drive of Gillette Stadium and Brookmeadow Country Club.

Peaceful Getaway Cottage on grounds of historic mid-century gem

Northborough MA

Located in Northborough, this cottage is in a rural location, within a 10-minute drive of Regal Solomon Pond and Solomon Pond Mall.

3BR House w/ A/C & Patio, Near Stadium & Shops

Foxborough MA

Located in Foxborough, this cottage is within a 15-minute drive of Gillette Stadium and Xfinity Center.

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

North Weymouth MA

With a stay at this cottage in North Weymouth, you'll be within a 15-minute drive of South Shore Plaza and South Shore Hospital.

Trail Access On-site: Gorgeous MCM Deck House!

Dover MA

Located in Dover, this cottage is within a 15-minute drive of Charles River Peninsula and Belkin Family Lookout Farm.

16 Mi to Boston: Home w/ Deck in Weymouth

South Weymouth MA

With a stay at this cottage in South Weymouth, you'll be within a 5-minute drive of South Shore Hospital and Union Point Dog Park.

Charming 2-bedroom Guest House in Dedham on Private Estate

Dedham MA

With a stay at this cottage in Dedham, you'll be within a 15-minute drive of Boston College and Legacy Place.

Bright & Pet-friendly Home: 2 Mi to Harvard Square

Watertown MA

With a stay at this cottage in Watertown, you'll be within a 5-minute drive of Harvard University and Harvard Square.

2 Mi to Gillette Stadium: Foxborough Retreat!

Foxboro MA

Located in Foxborough, this cottage is within a 15-minute drive of Gillette Stadium and Xfinity Center.

Belmont Home < 3 Mi to Harvard Square!

Belmont MA

With a stay at this cottage in Belmont, you'll be a 5-minute drive from Harvard University and 9 minutes from Fenway Park.

Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

Winthrop MA

With a stay at this cottage in Winthrop, you'll be within a 15-minute drive of TD Garden and New England Aquarium.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.