
Cottage holiday rentals in Wareham
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Top-rated cottage rentals in Wareham
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

Clean Cottage, Walk to Sagamore Beach, New Kitchen
Clean updated beautiful 2 bedroom 884 sq ft cottage. A short 5 min (.3 mi) walk to beautiful Sagamore Beach. Nice new contemporary kitchen is fully equipped, including a dishwasher. Fully finished basement with extras! Forced air heat & air conditioning. WiFi & Cable tvs. Clark Park two streets over: walking track, playground, basketball & tennis courts. Short drive to Sagamore Bridge & the canal with its great walking and biking path. Enjoy morning coffee & meals on the covered patio.

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.

Cottage by the Bay
Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Kayaks and Glimpses of Westport Bay
Stay in a lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

Charming cottage just 100 steps from the beach!
This beach cottage just steps from beautiful Onset Beach was restored in 2021. It boasts a brand new bathroom and kitchen, new flooring throughout and is tastefully decorated in coastal blue hues with a touch of shabby chic. Walk to the beach without having to pay or battle parking. You are also a 3-5 minute walk to restaurants, the grocery store, an ice cream parlor and more. Hot/cold outside shower. Window AC units in bedrooms & living space. Onset, the gateway to Cape Cod.

Cozy Cottage on a Private Pond
This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage

Walk to Beach, Private Deck, BBQ, Smart TV, Kayak
Welcome to your charming coastal cottage located just steps from a quiet, picturesque beach. This 2 bedroom, 1 bathroom cottage apartment is designed to provide you with relaxed coastal comfort, making your stay truly exceptional. With plenty of indoor and outdoor space, fresh salt air, and thoughtful amenities throughout, Captain’s Quarters is the perfect retreat for couples, small families, or extended business stays. ⭑CONTACT US FOR OFF SEASONAL DISCOUNTS⭑

Escape to the Cape
We request a 2 night minimum. You will have this entire charming and private cottage to yourself. It is immaculate and well-appointed. Located within walking distance to historic Sandwich Village, local shops, bakery, bistro, and cafes. Walk to Heritage Museum and Gardens and stroll through Sandwich Village to visit the Glass Museum, Dunbar Tea House, Daniel Webster Inn, and Spa. Spend the day at Sandwich's iconic boardwalk, Sandy Neck, and local beaches.

Cheerful, updated 1-bedroom cottage w/free parking
Stay at this charming one bedroom year-round cottage and watch the boats in the canal go by from the yellow retro glider! This special place is walking distance to two ice cream shoppes, three bike rental shoppes, ample restaurants, beaches, and of course, the canal. It was recently updated boasting a full kitchen with dishwasher, washer/dryer, and central AC but it still holds the 1950's New England charm. Start planning your getaway today!

Seaglass Cottage
Welcome to your home away from home in this cozy cottage just 200 yards from the neighborhood beach. This 600 sq. foot cottage has two small bedrooms, and a common area with all the necessary amenities. Main St amenities, town park, and the Cape Cod Canal are all an easy walking distance of less than a mile. Walking trails, shopping centers, beaches, water park, historical sites and so many other adventures are a short drive away.

Red Sky Retreat! Sun soaked 2 bedroom cottage!
Welcome to Red Sky Retreat! Our quaint sun soaked cottage with peekaboo ocean views is the ideal spot to unwind & getaway from it all! Spend all day soaking up the sun on one of the many nearby beaches, return home to our private outdoor shower then kick up your feet and relax in the backyard! Our recently remodeled home has all the amenities needed for a stress free beach vacation!
Popular amenities for cottage rentals in Wareham
Cottage rentals with a hot tub

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

Hideout at Water's Edge, 131 North Shore Blvd, #4

Willows Main House

East End Cottage Oasis with PRiVATE Hot Tub!

Local Beach+ Fireplace + Hot Tub Under the *Stars*

The Crab Cottage@The Compound Beach Resort Habitat

Lakeside Waterfront House in Harwich: 4+beds, 3bth

The Front Cottage: Waterfront/Dock/Hot tub
Pet-friendly cottage rentals

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Buzzards Bay - Beach Bungalow

Beautiful clean walk to Town, Inkwell and harbor!

Charming Cape Near Beaches + Dog Friendly

Boathouse Cottage-Waterfront Yearound studio suite

Ferry (Car) Reservation Available 8/28 - 8/31

Charming Cottage near Beach and Ferry.

Amazing Sunkissed Waterfront on Follins Pond!
Private cottage rentals

Adorable Lake Front Cottage

Payton's Place is your beach get away.

The Salt House • Private Beach

Lakefront Cottage w/Private Beach

"Wharf Cottage" Idyllic Cape in Yarmouth Port

Direct Beach Access Cape Cod Cottage

Comfy beach house in Mattapoisett

Nana's Place"
Quick stats about cottage rentals in Wareham

Total holiday rentals
Explore 50 holiday rentals in Wareham

Nightly prices starting at
Wareham holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 3,870 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Wareham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wareham rentals

4.9 Average rating
Wareham stays are highly rated by guests – averaging 4.9 out of 5!
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- Cottage rentals Massachusetts
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- Cape Cod
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
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- Gillette Stadium
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- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
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- East Matunuck State Beach
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