Vacation rentals in Waltham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Waltham

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Rental unit in Winthrop

4.96 out of 5 average rating, 298 reviews

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.

Guest favourite

Guest suite in Gloucester

4.98 out of 5 average rating, 419 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2025 monthly rentals. Must Book Summer 2025 via Airbnb website not the APP! *Can't find an opening in SplashLanding? Our 2nd unit SquishInn has openings June-Oct 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples 2 friends can join you!

Superhost

Home in Wayland

4.78 out of 5 average rating, 465 reviews

Tiny house experience steps from the water!

-Tiny house experience in quiet private neighborhood on its own lot with great backyard & fire pit on private secluded St. -prof cleaned after each guest -High speed internet/ expanded cable -Built in full bed with queen sleeper futon bed that can sleep 2 more -Just a few steps from beautiful Dudley Pond for swimming/fishing and great walking trails Wayland is one of nicest towns in MA yet only a min or two from anything you need and less than half hour from Boston. texts returned instantly

Guest favourite

Condo in Marblehead

4.99 out of 5 average rating, 171 reviews

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

Guest favourite

Rental unit in Salem

4.98 out of 5 average rating, 368 reviews

Winter Island Retreat

Effective 4/1/23, NON Owner occupied listings have a 3% impact fee that is charged on the total expenses associated with the rental. Winter Island Retreat is a OWNER OCCUPIED listing that is the place; For total relaxation. Watch the sunrise and experience the Atlantic Ocean. Enjoy your favorite beverage while rocking in an Adirondack chair on the patio. Inhale the smell of the ocean breeze and fragrant sea roses. Winter Island Retreat is an experience like no other in the Witch City.

Guest favourite

Rental unit in Newbury

4.88 out of 5 average rating, 126 reviews

View of Marsh & Dunes| Pet Friendly| Wkly Discount

***WINTER RENTAL AVAILABLE*** Inquire about winter rental rates for stays 2 months + Welcome to this truly unique property situated on one of the largest lots in all of PIum Island making it the perfect spot for outdoor entertaining! Enjoy the seclusion of this spectacular, scenic lot while being conveniently located just a short half block walk from the Sunset Club, Plum Island Grill, Beachcomba and The Cottage Creamery and also just a 7 minute walk to the beautiful Plum Island Beach!

Guest favourite

Guest suite in Winthrop

4.95 out of 5 average rating, 889 reviews

Get to The Point, Winthrop

The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy one bedroom, private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

Superhost

Rental unit in Newburyport

4.88 out of 5 average rating, 154 reviews

Updated Kitchen | Parking | Lighthouse

Discover your perfect Plum Island getaway at this charming 3-bedroom, 1.5-bath cottage on the island's northern tip. Just steps from the beach, boardwalk, Merrimack River, playground, and Plum Island Lighthouse, this cozy retreat sleeps up to 6 guests. Enjoy your morning coffee or dinner in the spacious outdoor area while taking in the sea breeze. Only a 10-minute drive from downtown Newburyport's top dining, shopping, and entertainment. Your perfect New England getaway begins here!

Guest favourite

Cottage in Newbury

4.84 out of 5 average rating, 110 reviews

Sunset Bliss Beach 3 min + wood burning fireplace

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 to Plum Island Grill and the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

Guest favourite

Guest suite in Marblehead

4.91 out of 5 average rating, 227 reviews

"Sweet 57" - private entrance suite

Suite with private entrance in quiet family home. Includes kitchenette with a microwave, mini fridge, and coffee maker. Washer/dryer available for week+ long stays (subject to host assistance). Includes access to family room with tv. Ample closet space. Beach chairs, towels, & bikes available. Come for a day or a week. You will not run out of things to do and will find your accommodations private, quiet and safe. NO SMOKING permitted in or anywhere near home.

Guest favourite

Home in Newbury

4.89 out of 5 average rating, 132 reviews

Brivera by the Sea, a Beautiful Plum Island Escape

Ideal location for your New England beach vacation. 3 min walk to the sand, 5 min walk to restaurants and stores at the Island center; 5 min to Parker River Wildlife Refuge; 10 min drive to historic downtown Newburyport. Beautiful Plum Island home offering 3 bedrooms with sleeping loft, 3 baths and accommodates 10. King bed in master with walkout to private porch, queen bedroom, twin /full with trundle bunkroom, and queen with daybed in loft.

Guest favourite

Home in Gloucester

4.97 out of 5 average rating, 115 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! ♡