Holiday rentals in Wareham

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Top-rated holiday rentals in Wareham

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

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Top guest favourite
Flat in New Bedford
4.91 out of 5 average rating, 333 reviews

Walk downtown from our terrace apartment

Charming first floor, one bedroom apartment located on a quiet dead end street, walking distance to downtown amenities including: museums, theater, restaurants, shopping, library, and public transportation like the ferry to Martha’s Vineyard and Cuttyhunk. We are .6 miles from St. Luke’s Hospital which is perfect for traveling medical professionals. There are options for creating a conducive work from home office space. The apartment is well stocked with everything you would need for a getaway.

Top guest favourite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
4.99 out of 5 average rating, 199 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Guest favourite
A cozy living area is presented with a dark couch and a wooden dining table accompanied by black chairs. A TV is situated on a light-colored media unit, while bookshelves filled with books line one wall. Natural light filters in through sheer curtains.
Flat in Fairhaven
4.78 out of 5 average rating, 120 reviews

Main Street on the Park

Welcome to Main Street on the Park! The morning sun will greet you in the bright apartment in our big white house with a yellow front door. Perfect for a romantic getaway or a convenient place to stay if you are in the area for business. A large fenced yard abuts a public park complete with tennis courts, track and walking trail. Explore our small town with a big history, visit its historic buildings, great restaurants and unique shops. The location is convenient to all of the South Coast.

Top guest favourite
A charming cottage is surrounded by lush green trees and shrubs, set within a spacious yard. A gravel pathway leads to the entrance, while a wooden fence provides privacy. Flower boxes add a touch of color to the exterior near the windows.
Tiny home in South Yarmouth
4.89 out of 5 average rating, 635 reviews

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Top guest favourite
A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.
Cottage in Pocasset
4.98 out of 5 average rating, 319 reviews

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Guest favourite
A spacious bedroom features a large king bed with a custom wood frame and soft bedding. Natural light enters through two windows with sheer curtains, and a colorful abstract art piece adorns the wall. A full-length mirror stands adjacent to the bed on a textured area rug.
Flat in Falmouth
4.97 out of 5 average rating, 266 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Top guest favourite
The kitchen features stainless steel appliances, including a refrigerator and a gas stove. Light grey walls are complemented by granite countertops. Natural light enters through a window above the sink, with kitchen essentials and decor items visible on the counters.
Townhouse in Wareham
4.96 out of 5 average rating, 208 reviews

The Gateway to Cape Cod townhouse !

SUMMER 2026 IS OPEN BOOK NOW! JULY 4th open!! December 12-21 open great rate Beach pass provided PLEASE CHECK OUT SLEEPING ARRANGEMENTS PRIOR TO BOOKING. Max 6 adults Ideal for families! *Parking for 2 vehicles only WELCOME to Wareham! The town with 60 MILES of shoreline in Massachusetts! Minutes to Water wizz and TONS of local beaches ! Wareham center and a local grocery store are both walking distance away! Great proximity to Boston , providence , Plymouth and Cape.

Guest favourite
A cozy living area features light peach walls and warm wooden flooring. A comfortable sofa is situated beside a small coffee table. A circular chair is placed nearby, with a dining table and chairs in the background, illuminated by natural light from multiple windows.
Flat in Onset
4.87 out of 5 average rating, 134 reviews

⭐ Beach Vibes & Fun Colors -- The Seashell Suite

Beach vibes and fun colors are the main features of this cozy 1 bedroom suite.  With brand new pine floors, a full kitchen, and a full bathroom, this suite provides all the amenities for your beachside stay. The bed is topped with memory foam for extra comfort. This bright, first floor suite provides easy access to the beach, park, and village.  We also have beach towels and 2 lightweight beach chairs for your use :)

Guest favourite
A cozy studio space features a plush sofa adorned with decorative pillows and a small coffee table. Natural light enters through two windows dressed in neutral curtains, while a nautical-themed bed is positioned nearby, displaying colorful pillows. A patterned area rug adds warmth to the hardwood floor.
Flat in Marion
4.86 out of 5 average rating, 195 reviews

Studio Apartment w/sm Kitchen

Studio apartment that is well suited for a couple and young family. Children under twelve years of age will not be charged the extra fee. There is an added fee for extra adults over 2. This is a small space for 3 adults. This is our own home in which the studio apartment is above the garage. This was added for our daughter who attended a local college. She live there for 5 years while attending college.

Top guest favourite
A modern kitchen is showcased, featuring navy blue cabinetry and wooden countertops. Equipped with a stainless steel refrigerator, oven, and a farmhouse sink, the space includes a toaster and coffee maker. Shelves display dishware, while bright light enhances the welcoming atmosphere.
Flat in Mattapoisett
4.99 out of 5 average rating, 139 reviews

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Top guest favourite
A comfortable living room features a floral-patterned couch and a plush armchair, arranged around a wooden coffee table. Natural light pours in through a large bay window, enhancing the light-colored walls. Two decorative lamps add soft illumination, while framed pictures adorn the wall.
Flat in North Falmouth
4.96 out of 5 average rating, 305 reviews

Upscale suite w/ separate entrance.

Charming upscale suite just minutes from Old Silver Beach. Private in-law type apartment on first floor with separate entrance. Beautiful living room with hardwood floors, picture window, bedroom with skylight, wet bar, a/c, fridge, microwave, Keurig, WiFi, tv. Everything you need for a special visit to "Old Cape Cod".

Guest favourite
A sunlit room features a striped area rug on wooden flooring. A comfortable chair is positioned beside a large window with blinds, offering views of the garden outside. Artwork adorns the walls, adding a touch of color to the space.
Flat in Norton
4.87 out of 5 average rating, 182 reviews

Artist's Retreat in Norton - no cleaning fee!

This space will make you feel cozy and right at home! A bright and well-appointed apartment located in Norton MA, which is equidistant (30 mins drive) from Boston, Providence, and Cape Cod. We are not wannabe Hiltons, just a settled couple whose house includes an in-law apartment with no in-laws.

Popular amenities for Wareham holiday rentals

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Wareham?

    Yes! Work meets play with ease at over 170 vacation rentals in Wareham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Wareham?

    Four-legged friends are welcome in Wareham. Choose from more than 110 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Wareham?

    Experience the best of Wareham with our cottage 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 cottage rentals in Wareham have wifi?

    Absolutely! We offer over 60 cottage rentals with wifi in Wareham. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Wareham have self check-in?

    Absolutely! We offer over 30 cottage rentals with self check-in in Wareham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wareham have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Wareham. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Wareham have a bbq area?

    Absolutely! We offer over 40 cottage rentals with a bbq area in Wareham. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Wareham?

    Wareham has more than 50 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Wareham

  • Total holiday rentals

    Explore 360 holiday rentals in Wareham

  • Nightly prices starting at

    Wareham holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 13,370 verified reviews to help you choose

  • Family-friendly holiday rentals

    290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    350 of Wareham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Wareham rentals

  • 4.8 Average rating

    Wareham stays are highly rated by guests – averaging 4.8 out of 5!

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