Vacation rentals with outdoor seating in Chatham

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Popular amenities for Chatham outdoor seating rentals

House rentals with outdoor seating

Guest favorite

Home in Yarmouth

5 out of 5 average rating, 13 reviews

Cozy Beach Cottage By The Sea

LeslieRating, 5 stars4 months ago
Absolutely adored this home and will certainly be back! Home was extremely clean and walking distance to the beach, even with toddlers. Excellent restaurants and so much to do locally! Hosts were very accommodating and responded immediately with anything asked! 10/10!
Guest favorite

Home in Harwich Port

4.84 out of 5 average rating, 44 reviews

Cheerful 1 bedroom house with private parking

GypsyRating, 5 stars4 months ago
I had a great stay at the boathouse. There was great communication between the host and I. Nancy kindly excepted an early check-in as I flew on a redeye from LA to Boston.. I will definitely keep this place on my list of places that I stay on the Cape!
Guest favorite

Home in Edgartown

4.88 out of 5 average rating, 26 reviews

Spacious Contemporary home Game room Central AC

Lyons Rating, 5 stars3 months ago
We had a wonderful ti.e staying here. The house is beautiful and accommodated everyone. There is plenty to do in the area and was a nice central aarea to take in everything the island has to offer. We would love to sstay here again. Thank you so much for hhosting us!
Guest favorite

Home in West Barnstable

4.9 out of 5 average rating, 21 reviews

Haven on the hill

KaileyRating, 5 stars5 months ago
Marina’s home is so beautiful and clean! We had a crowd of couples and singles, the space fit everyone perfectly! Ample bathrooms, space for relaxing, and comfortable beds! We hope to be welcomed back.
Guest favorite

Home in Dennis Port

4.96 out of 5 average rating, 68 reviews

Quaint Cape Beach House

SamanthaRating, 5 stars3 weeks ago
The house was cozy, quaint, and spotless—perfect for our off-season weekend getaway! Adele was incredibly accommodating and flexible with us, and her communication was top-tier. We couldn’t have asked for a better experience and would happily stay again. Highly recommend!
Guest favorite

Home in New Seabury

4.94 out of 5 average rating, 18 reviews

Popponesset-Breathtaking views of pond & beach

LisaRating, 5 stars2 months ago
We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!
Guest favorite

Home in North Eastham

4.99 out of 5 average rating, 75 reviews

Spacious beautiful fully renovated Cape Cod escape

RomneyRating, 5 stars4 months ago
We had a very enjoyable time - lots of space, plenty of furniture, nice kitchen and cooking facilities, and a lovely patio and back yard. We especially appreciated having cotton sheets - AirBnB should add that as a feature for selecting a stay!
Guest favorite

Home in Plymouth

4.98 out of 5 average rating, 49 reviews

New design|7min Walk to Beach|Lg Back Yard|Deck

RachidRating, 5 stars3 weeks ago
Darryl was very responsive host, he also was flexible and accommodated our request for an early check in. The home was very clean and well equipped. The only suggestion we have, is to upgrade the water heater, as we had to wait for it to reheat after a couple of showers. We will definitely come back again!!

Apartment rentals with outdoor seating

Guest favorite

Apartment in Sagamore Beach

4.97 out of 5 average rating, 114 reviews

Cape Cod Canal Home

SusanRating, 5 stars4 months ago
You could not select a better location than this, with access to the Cape, beaches, and the Canal road for biking and walking. The apartment is modern and immaculate with a nice deck on which to relax. To top it off you could not find more pleasant hosts than Diane and Barry. We will surely visit again!
Superhost

Apartment in Oak Bluffs

4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

JustynRating, 5 stars5 months ago
We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!
Guest favorite

Apartment in East Dennis

4.86 out of 5 average rating, 153 reviews

Peace By The Bay No cleaning fee

JohnRating, 5 stars2 months ago
Great apartment. Close to the beach and great restaurants, but also quiet and peaceful. Slept better here than I do at home.
Guest favorite

Apartment in South Orleans

4.92 out of 5 average rating, 133 reviews

Walk to private beach, spacious peaceful apartment

Frederick A (Tony)Rating, 5 stars3 months ago
We enjoyed our stay very much, the space was cozy, clean, and well appointed furnishings. Diana was welcoming, and helpful. The home in a quiet location was a great base for exploring the Cape!
Guest favorite

Apartment in Wareham

4.93 out of 5 average rating, 155 reviews

☀️ Open & Bright, Ocean Views, Close to Beach!

DevanieRating, 5 stars1 month ago
We loved our stay! Went on off season to go to polar express and was so convenient! Walked with the kids to dinner-then ice cream and breakfast! The beds were comfortable, place was very clean and had such a refreshing get away. Would absolutely stay again
Guest favorite

Apartment in Plymouth

4.97 out of 5 average rating, 115 reviews

Downtown Backyard Oasis

ValerieRating, 5 stars1 month ago
My husband, 2 yo son and I had a wonderful stay at Erin's beautiful home! It was quiet, clean, spacious with wonderful natural light. It was a perfect location in Plymouth, close to great restauraunts, breweries and the ocean! Erin was incredibly helpful - making sure we had everything needed for our toddler, helping adjusting check in/out with his nap time and giving us very helpful suggestions. We look forward to staying here again and would recommend her home to any one coming to Plymouth!
Guest favorite

Apartment in Oak Bluffs

4.97 out of 5 average rating, 197 reviews

Sunny Studio Apartment on Martha's Vineyard

SilvyeRating, 5 stars1 month ago
A Tranquil Retreat Next to Alpacas on Martha's Vineyard 🌲🦙 I recently had the pleasure of staying at this enchanting loft on Martha’s Vineyard, and it was an absolute delight! Nestled in the heart of the forest and right next to an adorable Alpaca Farm, the setting was serene and peaceful, making it the perfect escape from the hustle and bustle of everyday life.
Guest favorite

Apartment in Falmouth

4.95 out of 5 average rating, 170 reviews

Your Private Garden

KotaroRating, 5 stars3 months ago
Mary Alice's place is so charming, equipped with everything I needed in daily life, and surrounded by full of green and peaceful neighbors. She is also very responsive and supportive in the communication. Definetely recommend, and wish to come back again!

Condo rentals with outdoor seating

Superhost

Condo in Plymouth

4.77 out of 5 average rating, 154 reviews

Clear Pond Pet Friendly Inn, Winter months 50% off

NicklausRating, 5 stars2 months ago
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.
Superhost

Condo in Yarmouth

4.85 out of 5 average rating, 26 reviews

Condo in South Yarmouth, Cape Cod MA

SvetlanaRating, 5 stars4 months ago
We had a wonderful time staying at the condo. Walkable distance to the beach and nearby shops. Great hosts and very helpful with the recommendations. We are considering to come back and recomend it to our friends.
Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 178 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

KathleenRating, 5 stars1 month ago
It is always comforting to stay at Anna’s condo. It feels like home with well thought out amenities, clean spaces, quiet surroundings and such a helpful host. It is a great space for families and has all you need to cook in. I highly recommend staying here.
Guest favorite

Condo in Dennis Port

4.94 out of 5 average rating, 169 reviews

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

MarciaRating, 5 stars3 months ago
What a darling space! We felt right at home. It was quiet and cute inside and we were able to really relax. Thank you, Sam for such creating an inviting living area!
Guest favorite

Condo in Chatham

4.94 out of 5 average rating, 49 reviews

Two bedroom condo close to beach

DonnaRating, 5 stars4 months ago
The Matias's are superb host. I recommend this Air BnB to anyone traveling to Chatham, MA in the Cape. Even though it rained the whole weekend, we had an excellent experience because of the condo. We were able to relax in the living room area to catch up with our family. Thank You. G & D Martin
Guest favorite

Condo in Chatham

4.86 out of 5 average rating, 93 reviews

Steps to Private Beach in Chatham

JosephRating, 5 stars1 month ago
Julia's condo was exactly as described. Very quiet and peaceful location with great ocean views. Julia was very responsive to any questions and was very flexible with check in and check out times. You can't go wrong selecting Julia's condo. I recommend it highly.
Guest favorite

Condo in Tisbury

4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

JamikaRating, 5 stars5 months ago
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.
Superhost

Condo in West Dennis

4.84 out of 5 average rating, 51 reviews

Hidden Hideaway

JennyRating, 5 stars3 months ago
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.

Quick stats about vacation rentals with outdoor seating in Chatham

  • Total rentals

    240 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    9.1K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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