House vacation rentals in Wellesley

Find and book unique houses on Airbnb

Top-rated house rentals in Wellesley

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

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Guest favourite

Home in Somerville

4.96 out of 5 average rating, 292 reviews

Best House Cambridge/Somerville

spacious 1900's mansard Victorian. Bright cheerie & centrally located if you're looking for a pad in Cambridge/Somerville. A 10-12minute walk to Harvard Square & close to the Red Line. Great kitchen, living room & /cablewifi. Three bedrooms--one with a European Queen Bed, one double bed & one single. There is one full bathroom w/a large glass shower & a claw foot tub. There is a half bath on the first floor. There is a front porch to sit & sip wine on & a back deck where you can grill & eat out on. I've been living here 12 years--Its tastefully appointed, eclectic finds & a mid century modern touch--absolutely the best equipted kitchen. I've been a chef in Boston & Cambridge for quite some time!

Guest favourite

Home in Cohasset

4.9 out of 5 average rating, 29 reviews

Village Colonial with Cohasset Harbor Views

Location!! An original Grand Dame of Historical Cohasset Harbor is just waiting for you to come and enjoy all that this historical sea side town has to offer. This newly reno/updated, 1848 village colonial has shows her glory with gorgeous hardwoods, fresh paint, comfortable and stylish decor that reflects the relaxed and beach town style of Cohasset. It has a fabulous third floor suite and a location that can't be beat! Harbor views from top two floors! 1 block to the harbor and walk to town.

Guest favourite

Home in Rockport

5 out of 5 average rating, 43 reviews

New South End Home Quiet Lane To Old Garden Beach

Newer furnished home, 1/2 mile walk to quaint Bearskin Neck with Rockport shops & galleries. Old Garden Beach 1/4 mile walk down a quiet unpaved lane. 3 BR/3 Bath home available for summer weekly vacations. Family friendly, 3 prkg spaces, 2 decks, new appliances (laundry, microwave & dishwasher), hardwood floors, new rugs & beds, full basement w/ pool table, fenced yard. Several beaches, hiking trails nearby or take a train to Salem, Newburyport, or Boston. Longer term winter rental available

Guest favourite

Home in Plymouth

4.97 out of 5 average rating, 139 reviews

The Mojito House with Hot Tub, Arcade and Theater.

Welcome to our 5 Bedroom new home located just a short 10 minute walk to downtown Plymouth. The house sleeps 12 people very comfortably. The 3rd floor attic is finished with beautiful power couch recliners for a great family gathering area. The outside area also nice outdoor seating with a 7 person hot tub. Enjoy a short walk downtown and enjoy all that Plymouth center has to offer. 50 plus restaurants and bars, Plymouth rock, shops, and enjoy the beautiful waterfront. Beaches are a short drive!

Guest favourite

Home in Plymouth

4.83 out of 5 average rating, 303 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

Superhost

Home in Westminster

4.81 out of 5 average rating, 130 reviews

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Guest favourite

Home in Rockport

5 out of 5 average rating, 14 reviews

Adorable renovated house, steps from Front Beach

This charming home was recently fully renovated. The brand new kitchen features stunning granite countertops and stainless steel appliances. The large living/dining room features a 55" flat-screen TV comfy seatingnd a dining table for 4. There is a king bed in the Master Bedroom, along with a TV, ceiling fan, and air conditioning. The second bedroom has a twin daybed, with a second twin trundle bed underneath. The backyard features a patio with a seating for 4 and a gas grill.

Guest favourite

Home in Scituate

5 out of 5 average rating, 19 reviews

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

Guest favourite

Home in Gloucester

4.91 out of 5 average rating, 122 reviews

Gloucester Beach House, near Good Harbor Beach!

Delightful 4 bedroom cape house, with fabulous covered porch, and a corner, flat yard, welcomes you any season of the year! Well situated less than a half mile behind Good Harbor beach in Gloucester, MA. Rockport's Long Beach also nearby this beachy neighborhood. Private off-street parking for multiple cars, full eat-in, well equipped kitchen, laundry, gas grill, outdoor shower, air conditioners, cable, and WiFi round out this cozy well decorated home!

Guest favourite

Home in Plymouth

4.95 out of 5 average rating, 233 reviews

PLYMOUTH CENTER - The Captain's House #1

A true downtown gem. Sparkling clean PRIVATE 1,600 sq ft HOUSE. Unbeatable location with all that Plymouth has to offer literally outside the door - restaurants, the harbor and historic sites (yet on a quiet street). Stylish, renovated 5 bedroom, 2 full bathrooms, laundry, a huge front porch and hidden backyard courtyard. Full kitchen, dining room, and living room. Park 2-3 cars in driveway. Central AC. A guest favorite that rarely disappoints.

Superhost

Home in Scituate

4.83 out of 5 average rating, 58 reviews

Sand Hills Beach - lighthouse area -

Walking distance to sand hills beach - One mile from center of town with restaurants and shops. Nearby basketball court. Very Close to Barker Tavern. Grassy backyard . New furnishings new full bath and new mattresses. bedrooms are upstairs. There is only one full bath upstairs Totally redone 2024. Bungalow beach style home. some guests find stairs to be “ steep” … my 82 year old mom does fine with the stairs and rail!

Guest favourite

Home in Gloucester

4.97 out of 5 average rating, 116 reviews

Harbor View Walk to Town&Beach, 6 Guests King beds

Spectacular Gloucester home. Book this Fall to stay on Cape Ann. From the private oasis, you have a beautiful walk to local beaches & Gloucester center, restaurants, museums, galleries & boutiques, sailing and whaling charters, power boat rentals, SUP, kayaking, historic landmarks, seaside restaurants & also ocean front tennis, boce ball and so much more! or just come for happy relaxing! This place is a happy haven! ♡