
Cottage holiday rentals in Wareham
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Top-rated cottage rentals in Wareham
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Popular amenities for cottage rentals in Wareham
Cottage rentals with a hot tub

Gold Anchor Cottage - private hot tub getaway!
This was the absolute perfect find for our family to spend just shy of a week for our kids spring break from elementary school. being from Connecticut we really enjoy spending time at the Cape and have been a number of times mostly utilizing Airbnb. usually we travel in a group of 8 to 10 but only had five of us this time. This place was the perfect size and layout for our needs and the hot tub was a special plus that came in handy after spending time on the local beaches taking walks and playing with kids. The beds were comfy and the technology (TV, WiFi, and climate control) we're nicely up to date and worked great. The hot tub & fire pit were easy to operate and added a luxury feel! The hosts were very responsive and super polite and helpful. My son left something behind and they were very responsive, diligent in finding it, and went out of their way to make sure we got it back. We will definitely keep this place and hosts as a favorite for future visits to Sandwich!!

Jamestown: Cozy Cottage W/Aug&Labor Wk dates
Very well equipped house, amazing backyard with pool and hot tub, definitely the highlight of the house. The washer wasn't working but Stephen was a great host, very communicative and offered to get our clothes washed if needed (we didn't need it). Would definitely recommend!

Hideout at Water's Edge, 131 North Shore Blvd, #4
We had a wonderful weekend away. The location is amazing with a short walk to the beach. The house was exactly as described and we were so impressed with the quick communication!

NEW! East End Cottage with Private Hot Tub!
We had a wonderful stay here! The space was spotless and very comfortable, perfect for a couple. We loved having friendly neighbors nearby, which made it feel even more welcoming. The hot tub was a highlight—such a relaxing touch! Overall, a cozy and enjoyable spot.

Local Beach+ Fireplace + Hot Tub Under the *Stars*
We had such a great time visiting Cape Cod. Christina was an awesome host, and the home was lovely. My kids loved the hot tub, and the costal decor. I appreciated the well stocked kitchen and personal touches. Great mid cape location!

Lakeside Waterfront House in Harwich: 4+beds, 3bth
First, Art was great to work with: near immediate helpful responses. The home is as described but still bigger than we imagined. Second was the location: right on Sands pond with a dock and boats we could use. It's on the end of a cul de sac with direct access to hiking trails and cranberry bogs that the dog (and us) really appreciated! Easy access to all Cape attractions - you can't go wrong with picking this home for your Cape experience!

The Front Cottage: Waterfront/Dock/Hot tub
We had a wonderful stay at the Front Cottage on Monomoscoy Island. a very cozy and comfortable space for our family of four + pup. We spent a 3-day weekend for my birthday. Slight mixup when we arrived but Ann was very responsive and everything was cleared up quickly. We really appreciated that. Takeout from nearby Moto Pizza the first night was spectacular. Day 2 was breakfast at Moonakis Cafe and a stop at Coffee Obsession in Falmouth, definitely recommend both of those. We took in the winter beach scenery at Mashpee town beach in the afternoon and then snacks, games, and beer flights at Bad Martha's - such a fun spot! Movie on the cozy couch and ice cream sundaes later for my birthday. Day 3 was sleet / rain so we stayed in with coloring books, board games and puzzles, watched the rain on the water and the ducks playing. It cleared up enough in the evening for the grownups to enjoy the hot tub. Checkout was easy and late enough for us to have a relaxing final morning!

relaxing beach cottage with hot tub
Our stay was perfect! Everything was as Mikhail said. Care was taken to ensure that our stay was not only comfortable but easy to navigate - simple check-in, ice at the ready, Sonos speakers for music and charging cords always nearby. The cottage was welcoming - bright and sunlit whether it was morning or afternoon, comfortable furniture for reading and vases of fresh flowers in every room. Mikhail was quick answering any questions we had and gave us a great list of suggestions for a variety of restaurants. Wonderful place to stay; great host!
Pet-friendly cottage rentals

Beach Cottage, without going over bridges to Cape!
Beautiful, peaceful and one of the very best place to stay for tranquility. Host was very responsive and notified us that we could check in early without having to request. Such a wonderful message to receive to start a nice weekend away. Making us so comfortable to stay at this amazing cottage. If anyone reading this is looking for a relaxing, cozy cottage with a great host, then this is your place!

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
We had a wonderful stay at Victoria’s place. The cottage was very clean and had everything we could need. We love that it is pet friendly as our dog travels with us everywhere. We love the extra added touches of treats for us and our dog. The lake and surrounding area is absolutely beautiful and the neighborhood was very peaceful. This is our second stay at Victoria’s place and we will definitely be staying again!

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water
We would definitely recommend Deb’s and Sharon’s cottage as a place to stay. The location is great, as it is within walking distance to shopping, restaurants, and the water, but is tucked away in a quiet little neighborhood so it still also offers plenty of privacy. They were wonderful and responsive hosts and checked on us throughout our stay, though we didn’t end up needing a thing. They were gracious enough to allow our dog Bella join for the weekend too, which we appreciated very much as she goes everywhere with us. Overall, we had a lovely stay and would definitely look to book again if we make our way back to the beautiful island!

Cozy West End Cottage w/ Parking 1st & 2nd floors
We traveled to Provincetown in April with our 7-year-old and our pup. Michael was a such a great host. He was friendly, helpful and proactive! The location was amazing. It’s right across the street from a delicious restaurant (that serves food and drink from breakfast through dinner!), 1 min walk from a bike rental shop, 5 min walk to the heart of town and 10 min walk to the dog beach! It was ideal for us! The place was very cozy. We mostly used the upstairs. The beds were insanely comfy and the bathroom was really new (and had heated floors and an amazing shower 🚿). Overall wonderful!

Unique Waterfront Artist Cottage
A beautiful cottage. Our dogs loved the beach and we loved hearing the ocean at night. Best of all, we saw North Atlantic Right Whales at Long Point. In a world where it can be difficult to sleep well - I slept like a baby!

Boathouse Cottage-Waterfront Yearound studio suite
I've stayed in many Airbnbs, and Bill's is a standout! The house is quaint and peaceful, and the surroundings are just gorgeous. Even better than the photos! Bill was incredibly responsive and thoughtful — a late check-in was a breeze. Fast Wi-Fi let me work from home, even though I definitely didn't want to look at my computer because of the gorgeous location. Thanks for being pet-friendly — our small dog loved the stay!
Cape Cod Classic Cottage Near Forest Beach
I stayed at the Chatham Cottage for three nights with my sister and niece. It was a girls’ weekend in late March. The neighbors and street traffic were quiet. We stayed in most of the time watching movies. There are a few restaurants close by and we went out a couple of times to eat. The beach is close and walkable from the cottage. All the rooms were very clean. The beds were very comfortable and there was plenty of linens and towels. The kitchen had essentials, coffee, olive oil, salt, etc. We brought all our food and snacks from home, even though there is a Stop and Shop nearby. Anything you may have forgotten to bring will probably be in the cottage. Meaghan offered early check in and late checkout since the cleaners finished early and were returning after 11:00 on the check out day. We all enjoyed our stay.

Coastal Cottage — 7 min walk to private beach
Cannot say enough good things about the stay and the hosts. The place was beautiful and clean, conveniently located and we loved the short walk to the beach. We spent each day exploring a different city, and we felt perfectly located to be in a comfortable, peaceful area away from everything but not too far from anywhere we wanted to go. Pups loved the yard, lots of room for them to run and play. The hosts were friendly and helpful. Couldn’t have picked a better place for the first vacation with our baby.
Private cottage rentals

Brady cottage, Little Compton, RI
This is the second time I’ve stayed at Sheila’s cottage. It’s always a pleasant experience. Sheila is very responsive, and I’m highly satisfied with the cottage. It’s exactly as described, and everything worked flawlessly. I could not recommend this more highly.

Charming 3BR Nantucket Cottage by Town/Beach
Charlotte was very responsive when I reached out. Her place is charming and homey. Would definitely stay there again when I visit Nantucket!

Distiller’s Cottage Nauset Beach East Orleans, MA
We loved our stay at Amy's cottage! It was exactly what we wanted, private and romantic and a perfect base to explore the Cape. If you appreciate the extra touches like real cotton sheets and a homey but tasteful atmosphere you will not be disappointed. Would highly recommend!

Free-standing, spacious modern cottage
Very quaint spot, perfect for a quiet getaway with a loved one or another couple. Far enough from town for peace and quiet yet close enough to walk just about everywhere Ptown had to offer. David was very quick to respond no matter the time and wanted the best for his guests. I would recommend!

Bo's Place
We had a perfect week at Bo’s place. The weather was beautiful and the walk to the beach was nice. We loved how close to lots of activities we wanted to do the cottage was. The cottage itself was cute and just the right size for my sister and I. The outdoor shower was awesome!! I would definitely book this place again. Sharon and Lynne

Osterville Charming Cottage in the Heart of Wianno
Great stay at Maria’s cute little cottage by the water. Beautiful private location, perfect for kids to play in the yard.

Martha's Vineyard Getaway Cottage
Marilyn’s cottage is beautiful, peaceful, and amazing. My friends and I had such a wonderful time relaxing and enjoying a much needed getaway from everyday life. I highly recommend staying with Marilyn! She was responsive and helpful and accommodating. Can’t wait to return! Thank you!

Charming Cape cod cottage, Duxbury
Ashley’s Hummingbird Cottage was terrific. It was quiet and immaculate. It was close to conservation land for walking and area beaches and wildlife. She was quick to respond and so easy to deal with. It snowed while we were there and we got up to a cleaned off car! We appreciated the box of croissants to great us. We will certainly think of her again when we head towards that area!
Quick stats about cottage rentals in Wareham
Total rentals
60 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
3.3K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Boston Common
- TD Garden
- Cape Cod National Seashore
- Fenway Park
- Harvard University
- Brown University
- New England Aquarium
- Sandwich Glass Museum
- Owen Park Beach
- Faneuil Hall Marketplace
- Sagamore Beach
- New Silver Beach
- Prudential Center
- Freedom Trail
- Onset Beach
- Lighthouse Beach
- Symphony Hall
- Roger Williams Park Zoo
- Nickerson State Park
- Oakland Beach
- Grey's Beach
- Chapin Memorial Beach
- Boston Public Library
- Coast Guard Beach