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Waltham vacation rentals

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Top-rated vacation rentals in Waltham

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

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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 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!

Home in Wayland

4.78 out of 5 average rating, 464 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 suite in Thompson

4.99 out of 5 average rating, 143 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Condo in Marblehead

4.99 out of 5 average rating, 170 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.

Rental unit in Salem

4.98 out of 5 average rating, 366 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.

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 suite in Winthrop

4.95 out of 5 average rating, 887 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.

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!

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 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.

Cottage in Newburyport

4.92 out of 5 average rating, 106 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

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Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Waltham vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Waltham's top sights

Starbucks118 locals recommend

CVS100 locals recommend

Brandeis University17 locals recommend

Deep Ellum57 locals recommend

Dunkin'53 locals recommend

Bertucci's Italian Restaurant49 locals recommend

Other great vacation rentals in Waltham

Home in Marblehead

4.75 out of 5 average rating, 164 reviews

Walk to Everything Great about Marblehead!

Home in North Andover

4.94 out of 5 average rating, 150 reviews

Nana-tucket Inn

Rental unit in East Boston

4.97 out of 5 average rating, 129 reviews

Nxt to ocean, 5 min dntwn by T

Home in Worcester

4.84 out of 5 average rating, 109 reviews

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY

Rental unit in Pembroke

4.99 out of 5 average rating, 125 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

Rental unit in Brighton

4.99 out of 5 average rating, 71 reviews

New 3 bedroom, 2 bath unit, meadow view!

Guest suite in Arlington

4.85 out of 5 average rating, 79 reviews

★Modern Studio-Private Entrance,Washer+Dryer★

Rental unit in Swampscott

4.98 out of 5 average rating, 40 reviews

Ocean View Apartment 2nd Floor

Quick stats about vacation rentals in Waltham

Total rentals
220 properties
Total number of reviews
12K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Waltham?
Make yourself at home in Waltham by choosing from our most frequently booked neighborhoods. We have over 420 vacation rentals in Highlands, over 420 vacation rentals in Warrendale, and over 320 vacation rentals in Brandeis.
Are there vacation rentals with a dedicated workspace in Waltham?
Yes! Work meets play with ease at over 140 vacation rentals in Waltham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Waltham?
Four-legged friends are welcome in Waltham. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there Waltham vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Waltham, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Waltham?
Waltham has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Waltham have wireless internet?
Absolutely! We offer over 20 condo rentals with wireless internet in Waltham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Waltham have air conditioning?
Absolutely! We offer over 70 apartment rentals with air conditioning in Waltham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Waltham?
Experience the best of Waltham with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Waltham have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Waltham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Waltham have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Waltham. Enjoy a tailored experience with all the comforts you desire.

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