
House vacation rentals in Chatham
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Top-rated house rentals in Chatham
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Popular amenities for Chatham house rentals
House rentals with a pool

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl
This property was perfect for our group of 18. Everything was just as described; we wanted for nothing. The Cape Cod coastal vibe is perfect. Joshua was a dream to work with, as he answered my many questions in a timely manner. I'm sure I drove him crazy, but he never let on. The heated salt water pool and game room were favorites. We enjoyed them so much, we canceled an activity or two to enjoy them more. The tennis court was another wonderful well-utilized bonus. No one wanted to sit around on their phones with so much to do on the property, as well as, in the area. The beds were comfortable, and I loved the tub in my room so much, I've already ordered one just like it. They provided shampoo, etc...and even aloe, which too many of us needed. The kitchen was also well stocked with essentials. There were many lovely areas to gather, both for dining and living, but we mostly used the outdoor living spaces. I finished our trip on the porch swing, wishing we had booked one more night.

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath
We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.

Modern Cape, Private Salt Water Pool, Beaches-Golf
Our stay with Walt was incredible! The place came exactly as described and matched all of the photos. It also had all of the necessary ammenities when hosting large group of 11 people. Plenty of places to sleep, plenty of blankets and towels. Walt was extremely responsive and easy to communicate with when I had questions while we were in his residence. 10/10 would recommend!!

4 BD slice of Harwich Heaven
Chris is always a great host. He communicates. Is considerate of our soccer schedule and accommodations. He even wishes our boys good luck at their soccer tournament! He is understanding and a great host. We really enjoy staying here. I highly recommend staying here. He’s a great host.

Walk to the beach or sit poolside! Updated studio!
We stayed during Memorial Day weekend and picked Amanda's place because of the close location to a family weekend gathering. It was perfect, I couldn't be happier and will definitely be booking again. We didn't need a lot of the amenities offered due to the proximity of family, but it would be ideal for anyone looking for a clean, cute and cozy beach getaway. I highly recommend!

Spectacular beach & pool combo; beautiful sunsets!
Came here for a girls weekend. I think it’s even better than the photos! We had a great time!!!

Seaview Summit | Ocean Views, Indoor Pool, Beach
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.

Yarmouthport house heated pool/hot tub near beach.
Wonderful place to stay! So comfortable and lots of space! Close to lots of restaurants and shopping! Would definitely stay again!
Weekly house rentals

Main St fun for groups! Game barn! Walk to town!
I can't say enough about how great our experience was. Chris and Nat were great communicators and gave us some local references for places to eat. Their home is beautiful and has the perfect location with easy access to anywhere one may want to go. The home was very comfortable with great updates but still had a bit of the original charm from it's era of construction. I would highly recommend.

Chatham House Close to Beaches and Bike Path.
We had the best time staying here for our girls weekend! The space was just like the photos—super clean so comfortable for a group. There was plenty of room for everyone to relax and sleep comfortably, and the living area was cozy and great for hanging out. The location was great too—close to everything we needed but still quiet and peaceful. Highly recommend this place for any group getaway. We’d absolutely come back!

Cozy Chatham Cape Cod Cottage
Joseph was an amazing host! Helpful with recommendations and quick to respond. The cottage was so cute and in the perfect location. Can’t wait to stay here again!

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes
I loved my stay at Arianna and Tara’s place. Everything was so thoughtful and mindful including the soothing music that was playing upon arrival. A and T’s Airbnb was an example of how great an Airbnb can be. Five stars!!

Newly remodeled cottage with path to beach
The cottage is beautiful, extremely comfortable and well equipped. The surroundings are peaceful and the location is conveniently at walking distance from the beach. We loved our stay there and spent an amazing week.

Beachfront Charmer! Newly Renovated.
8 lobser lane is everything described and more! Steve was amazing every step of the way and ensured our stay was special. An incredible host! This is a bucket list home and location... we will be back for sure!

Happy Yellow House, Walk to Ridgevale Beach!
The Happy Yellow House was all I hoped for and more. Clean and well equipped, and very comfortable. The location couldn't be beat! Right down the street from a beautiful Nantucket sound beach and close to the amenities of Chatham. The house is in a quiet neighborhood of summer homes and was very peaceful. Caitlin is a superb host and responded promptly when there was a little snafu with a faulty smoke detector (at 10pm!), offering to have an electrician out on an emergency basis. (The electrician had just serviced the smoke detectors. As Host, Caitlin couldn't have been more pro-active or responsive) Luckily, I was able to solve the problem by simply removing and replacing the batteries. I would not hesitate to book this rental again.

Beautiful, Family Friendly, under 1 mile to Beach
Such a great place! The home was clean, organized, and exactly as pictured. Located in a quiet neighborhood, it was an easy walk to the beach and just a short drive to downtown areas. We also appreciated the clean/non-toxic soaps in the house. We didn’t have any kids with us, but this place is definitely set up to be kid friendly. Check-in was easy and Anthony even offered to ship a piece of jewelry we left behind. Responsive & trustworthy hosts. Would highly recommend staying here!
Private house rentals

Oceanfront Vacation Home with Private Beach for 6
This is a true hidden gem. A stones throw from one of the best raw bars in Yarmouth (or Cape Cod for that matter), literally steps (like 5 steps right out the slider) from the beach, stunning views and sunsets. Very clean and cozy cottage, and our host was excellent. The value was also incredible. Very central in Cape Cod, meaning anything you want to do besides Provincetown is 30 mins or less in any direction. Yarmouth had a charm of its own, especially for a family with young children. Lots of kids activities within 5 minutes. A+++

Modern, Newly Renovated, 3-bed Peach Tree House
We had a great stay! The weather wasn’t great, but it didn’t spoil our time there because the house was so pristine and homey. We loved the screened in porch, all the games, and the house was well stocked with everything you need. Chatham itself is a beautiful area, with gorgeous beaches and great restaurants. Dale and Kimberly were very responsive…Highly recommend staying here!

* Top Rated - Free Cleaning & Linens - SuperHost!
We stayed at Vince's for a wedding and it was super clean, perfect for three, and conveniently located. The house is adorable and the inside feels much larger than it appears from the outside. Enjoyed the back yard table; wasn't warm enough to use the outdoor shower ;-). Directions were very straight forward and clear and Vince provided all the info we needed before we needed it. Highly recommend.

Chatham Beach Cottage
The home was comfortable and charming. Beds were comfortable with plenty of blankets. Everything we needed. Beach is about 1/2 mile at the end of the road. Convenient to shopping and a wonderful pie shop. Lots of restaurants. I think we tried most.

Chatham Vibes
Beautiful home a short distance from the beach. Lovely neighborhood for walking and jogging. Close to bike path.

Sauna I Walk2Beach I Pet Friendly I Fire Pit
We loved our stay here! Spent the weekend with our two young children and the house had everything we could need and more. It was walking distance to the beach and near great restaurants. Victoria also provided a list of local recommendations which we took a few of and loved them all! Would recommend staying here.

Chatham cottage w/ laundry & AC! Walk to beach!
We loved Blair cottage for our little getaway. Jack & Sheryl make it very clear they were available if we needed them. The cottage was clean and cozy, everything worked great. The outdoor shower was a wonderful bonus for us with the beach sand! Cockle Cove was a short 15 minute walk and made for great exercise (because ice cream at Short n Sweet is only a 6 minute walk 😊). Breakfast in the enclosed front porch was a treat for us every morning. Thank you Jack & Sheryl for everything!

Bird Watcher's Paradise! Renovated Chatham home
This is our second stay at Sarah’s place and we had another amazing week on the cape. The house is truly just like home. She has thought of every single detail that a guest or family might need. We feel so comfortable and at ease. Sarah and I communicated a couple of times and she is so quick and responsive and helpful! I knew we were in the best of hands. The bird watching and outdoor shower make the outside so wonderful and peaceful. We enjoyed many nights of s’mores in the solo stove. The rooms are spacious and our family of 6 was never on top of each other. We just love it at the salty pearl and can’t wait to go back!
Quick stats about house rentals in Chatham
Total rentals
450 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
430 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
30 properties have a pool
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Forest Beach
- Cape Cod National Seashore
- Linnell Landing Beach
- Ridgevale Beach
- New Silver Beach