Vacation rentals in Weston

4.87 out of 5 average rating, 109 reviews

Vacation home in Natick

Private Lakefront with game room/Newly renovated

Ideal private location on crystal clear Lake Cochituate! Peaceful quiet spot w amazing view only 20 min to Boston & 1 or 2 min drive to anything u could need Fun game room &free use of tandem kayak & paddleboard and fishing Sliding barn door separates main king bedroom, bath, & open kitchen & livingroom from the back 2 queen beds, game room & bath Im always available to answer questions + provide tips, but I also respect your privacy & want u to feel comfy & independent 》25 6 person 3 car limit

5 out of 5 average rating, 42 reviews

Home in Rockport

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

4.96 out of 5 average rating, 302 reviews

Apartment in Winthrop

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

4.83 out of 5 average rating, 322 reviews

Home in Plymouth

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.

4.9 out of 5 average rating, 181 reviews

Home in Westminster

Lakefront, view of ski mtn, fireplace, sauna

Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

4.84 out of 5 average rating, 111 reviews

Cottage in Newbury

Designer decorated-Sunset Bliss- Beach 3 min walk

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

4.95 out of 5 average rating, 20 reviews

Home in Scituate

Button Beach Cottage

Capture the breeze of the coast at Button Beach Cottage! •5 min walk to beach. •Brand new remodel. •Family friendly. •Oceanview balcony. •Luxury bunk room. •Dedicated workspace. •Outdoor dining area on spacious deck directly off kitchen. •Access to lifeguard beach Primary BR: king bed, TV, reading nook, ocean view & balcony. BR #2: queen bed, dedicated work space, ocean view & balcony. Bunk room: 5 twin beds with play space. Full bath on each floor. Tub, standing shower, washer & dryer.

4.87 out of 5 average rating, 109 reviews

Apartment in Swampscott

Ocean views, Large Deck, Grill, Kid/Dog Friendly

The product of a complete gut renovation in 2020. The unit is 300 yards to Fisherman's Beach at the bottom of the street. The apartment is the 1st floor of a two family home (our family lives upstairs). It consists of 2 bedrooms, 2 full baths, pro kitchen, open living/dining area. The driveway can fit 2 cars (tight). There is additional parking at the bottom of the street. Please see house rules settings for holiday minimum bookings. We are pet friendly, but require case by case approval.

4.83 out of 5 average rating, 60 reviews

Home in Scituate

Sand Hills Barker Tavern RiverClub lighthouse -

Walking distance to sand hills beach - super close to BARKER TAVERN! One mile from center of town with restaurants and shops. Nearby basketball court. Grassy backyard . New furnishings new full bath and new mattresses. Freshly painted well maintained by owner 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!

5 out of 5 average rating, 20 reviews

Home in Scituate

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!

4.93 out of 5 average rating, 41 reviews

Home in Plymouth

Lakefront Scenic: Your Perfect Getaway!

Escape to our serene lake house with breathtaking views & endless opportunities for outdoor adventure. With a dedicated workspace, stay connected while enjoying tranquility. Take a paddle on the lake with kayaks & pedal boat, or relax on the patio with outdoor fire pit. Fully furnished & decorated, feel at home cooking in the fully equipped kitchen or curling up in the cozy living room. Book your stay today and experience the magic of nature firsthand!

4.93 out of 5 average rating, 114 reviews

Cottage in Newburyport

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (heated June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

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What guests are saying

Adorable renovated house, steps from Front Beach

5 out of 5 average rating, 14 reviews7 months ago

Gretchen’s house is a charming, two-story one on a very nice and quiet little street. The furnishings are pretty and tasteful, and there is comfortable living room furniture, as well an excellent beds and pillows. Our favorite thing was its location, within very easy walking distance from a gorgeous park and beach. Downtown was also reachable via a short walk. We did some of our own cooking and found everything we needed. Gretchen was an especially nice and responsive hostess. If we were lucky enough to get to Rockport again, I would want to stay there.

Home in Rockport

What guests are saying

Cottage/Loft Combo!|Deck|Sleeps 7|2 Parking Spaces

5 out of 5 average rating, 4 reviews8 months ago

My family and I have been visiting Rockport every year for the past 30 years. We have rented many places over that time, and this was one of the nicest! We really appreciated the welcome message and pastries upon our arrival. We stayed in the cottage and the loft, which both were very clean and nicely decorated with comfortable beds. We were very thankful for the air conditioning as it was a VERY hot week. Check in was straight forward and easy. Parking was a little far away but allowed for a place to park when downtown was busy. Alexander was top notch and extremely responsive. I would definitely stay there again!!!

Home in Rockport

What guests are saying

Village Colonial with Cohasset Harbor Views

4.91 out of 5 average rating, 32 reviews3 weeks ago

This is a beautiful and spacious home with New England charm and in a great location. The house looks exactly as pictured and was spotless. The rooms were well appointed with lots of space to sit and relax. It’s perfect for visiting this beautiful area of MA. Michael is a responsive and helpful host and very considerate of his guests. We would absolutely stay again and can highly recommend this home for your stay. Five star all the way.

Home in Cohasset

What guests are saying

Cottage @ Partridge Pond

5 out of 5 average rating, 59 reviews2 months ago

Todd was so great to work with. Extremely responsive and helpful! His place was so cute, very clean and very well appointed. It has everything you could ever need and very organized. We rented it to ski at Wachusetts and it was great location( only 15 mins away). We would rent again. Thank you!

Cottage in Westminster

What guests are saying

Lakefront Home With a Great Views for Every Season

5 out of 5 average rating, 14 reviews4 months ago

We traveled up from Florida to visit family in RI & MA for Thanksgiving and stayed in the lake house. After a very long drive, it was so lovely checking in to a bright, clean, peaceful house. Everything is brand new and well appointed. Jolene was so responsive on the week leading up, flexible with our arrival time and had great local recommendations. After we arrived she stopped by with flowers to welcome us. We lived in Rhode Island for 40 years and I had never been to that area of the state before! While it feels like a peaceful retreat, the little village center is about 2 miles away and has grocery, cvs, Dunkins, and a brewery among other things. We also drove a few minutes further to one of the oldest country stores in America. The fire pit was fun for the kids to make s’mores and we enjoyed playing all of the games every night. It was a great Airbnb stay and we will definitely be back again to enjoy it in the warmer weather!

Home in Burrillville

What guests are saying

#1 Top Flr Waterview|Lux Design|Pvt Balcony

5 out of 5 average rating, 32 reviews1 week ago

Darryl’s place is in a perfect location to easily walk around Beverly and with a car access Salem and the surrounding area. There’s also a train within walking distance and quick access to Boston. Darryl‘s place itself is definitely a home away from home with everything you need to be comfortable. Darryl himself is immediately responsive and has great local tips. Looking forward to staying again!

Apartment in Beverly

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Stay near Weston's top sights

Brandeis University17 locals recommend

Starbucks26 locals recommend

CVS26 locals recommend

Mu Lan Taiwanese Restaurant (Waltham)18 locals recommend

McDonald's18 locals recommend

Riverside Station15 locals recommend

Other great vacation rentals in Weston

4.94 out of 5 average rating, 127 reviews

Home in Westminster

Wachusett Mountain Get-Away

4.95 out of 5 average rating, 171 reviews

Cottage in Stow

White Pine Cottage

4.95 out of 5 average rating, 21 reviews

Home in Hull

Every room a water view updated kitchen & bath

4.84 out of 5 average rating, 31 reviews

Apartment in Brighton

The Curie-Perfect for Monthly Stays

4.85 out of 5 average rating, 119 reviews

Home in Worcester

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY

4.99 out of 5 average rating, 165 reviews

Cottage in Newburyport

True North Cottage*Ocean side of Boat Basin!*

4.91 out of 5 average rating, 122 reviews

Home in Gloucester

Gloucester Beach House, near Good Harbor Beach!