Chatham beach vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chatham vacation rentals

Chatham vacation rentals

Guest favorite
An outdoor deck is presented, featuring a stainless steel grill and seating area with comfortable outdoor furniture. Surrounding trees provide shade, and bright blue skies create a cheerful atmosphere. The deck offers a welcoming space for relaxing or entertaining.
Guest suite in Chatham
4.95 out of 5 average rating, 63 reviews

2 bedroom apartment

CaireenRating, 5 stars7 months ago
Joseph made us feel right at home the minute we arrived. His place was exactly as described and very comfortable and quiet. A quick drove to Chatham Main street and easy access to routes all along Cape Cod. We didn't use the cooking facilities as we stayed a short time but everything you could need was in the kitchen and bathroom.
Superhost
Cottage in South Chatham
4.93 out of 5 average rating, 40 reviews

Chatham Beach Cottage 2BR + Loft Walk to the Beach

ThomasRating, 5 stars7 months ago
Andrew was an excellent host. The beds and couches exceeded our expectations. You usually have to stay at a Marriott for that level of bed comfort.
Superhost
A historic lighthouse stands tall beside a charming white building, framed by neatly trimmed hedges. Lush green trees and vibrant blue skies create a serene backdrop, enhancing the coastal landscape. The lighthouse’s watchtower is adorned with windows, completing this scenic view.
Home in Chatham
4.67 out of 5 average rating, 21 reviews

Cozy Chatham Cape Cod Cottage

CristianRating, 5 stars2 weeks ago
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!
Guest favorite
A charming cottage is presented with a light-shingled facade and a vibrant blue door. A small patio with two chairs is visible, set against a backdrop of lush greenery. The foreground features purple flowers, enhancing the inviting outdoor space.
Home in Brewster
5 out of 5 average rating, 18 reviews

Newly remodeled cottage with path to beach

CamilleRating, 5 stars1 week ago
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.
Top guest favorite
A back deck features modern outdoor furniture, including a sectional sofa with navy cushions and a light-colored coffee table. Lush greenery surrounds the space, offering a serene atmosphere. The outdoor shower is visible in the corner, providing convenience after beach activities.
Home in Chatham
4.98 out of 5 average rating, 82 reviews

Beachfront Charmer! Newly Renovated.

DeborahRating, 5 stars1 week ago
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!
Top guest favorite
An open kitchen area features a light grey wall with a decorative anchor motif. A clean countertop is seen with modern appliances, including a microwave and coffee maker. Two sturdy bar stools with grey cushions provide seating at a quartz bar, complemented by a colorful area rug.
Condo in Chatham
4.92 out of 5 average rating, 53 reviews

Chatham Condo with private entrance

PaulaRating, 5 stars1 week ago
We had an amazing stay at Huibin’s condo! The place was fully stocked with anything we could need from glassware to pots and pans and any other kitchen essential you may need. We appreciated how clean the place was and the special touch of gifting some cape cod chips for our stay. We utilized the list of restaurants recommendations to try out local spots and were not disappointed. Overall we would definitely come back another time!
Superhost
A welcoming living area displays a rustic coffee table with neatly stacked, crisp white towels featuring blue stripes. Light streams through large windows, illuminating a light sofa adorned with blue cushions. A striped area rug adds texture to the hardwood flooring.
Home in Chatham
4.87 out of 5 average rating, 62 reviews

Updated 4BR Home, close to Beach, Town & Bike Path

JamesRating, 5 stars2 weeks ago
Great Cape location for wandering explorers...we literally went from Chatham to all corners...P'Town, Falmouth, Sandwich, Brewster, Wellfleet...you name it...almost forgot about ferry to Nantucket. Excellent upfront info on area, instructions, very open to answer questions promptly. Many thanks!
Top guest favorite
A serene beach scene displays soft, sandy dunes adorned with tufts of tall grass, gently swaying in the breeze. The calm ocean stretches into the distance under a cloudy sky, offering a tranquil natural setting.
Home in Chatham
4.99 out of 5 average rating, 71 reviews

Serene Chatham cottage minutes from beach

YevgeniyRating, 5 stars3 weeks ago
A wonderful place to stay with kids. Close to the beach and close to all the destinations in Cape Cod. Everything was clean and kids loved climbing on the bunk beds

Other great vacation rentals in Chatham

Superhost
A spacious outdoor seating area is arranged around a sleek fire pit, featuring an array of blue glass stones, with flames dancing atop. Comfortable, neutral-toned cushions adorn the sectional seating, complementing the natural greenery visible in the background under a clear blue sky.
Home in Chatham
4.95 out of 5 average rating, 20 reviews

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

LakshmikantRating, 5 stars2 weeks ago
We had a great stay - the weather was uncooperative, but having such a beautiful house really helped. The pool and hot tub were great, as was the built-in grill. There was plenty of space for everyone and having 4 bathrooms was great when everyone was getting ready.
Guest favorite
A vibrant blue door is open, revealing a picturesque view of grassy areas leading to a body of water. Soft sunlight streams in, highlighting the inviting space. Outside, white Adirondack chairs are visible, positioned on the lawn to enjoy the scenic view.
Cottage in Chatham
4.95 out of 5 average rating, 58 reviews

Renovated Chatham Windmill! Walk to Beach/Town!

eileenRating, 5 stars2 weeks ago
Absolutely sparkling fresh and clean. Beautifully designed and decorated. Bed was so cozy and comfortable. Stairs are tricky and steep But it is expected in this style cottage. Convenient to downtown yet very secluded. We had a nor easter through our visit. So sad that our outdoor plans were ruined but this cottage had lots of room to move around. Could not imagine being in a small hotel room. We loved handing out at Chatham Bars Sacred Cod for drinks and dinner! Coming home to our cottage was half the hotel price but twice as cool!
Top guest favorite
A welcoming porch is shown, adorned with white railings and flower beds featuring hydrangeas and lavender. The entrance leads into a serene landscape with green grass and trees, capturing the essence of a peaceful outdoor space.
Home in Chatham
5 out of 5 average rating, 18 reviews

Red Door Retreat in Chatham is 80% full for summer

AlexandraRating, 5 stars1 week ago
We loved this house. Perfect for a multi-generational family trip. Nice, private location with great yard and decks. House had everything we needed (and then some!). Kids loved the games in the basement and bunk room. Comfy beds, outfitted kitchen, multiple gathering spots. Ardys was a very thoughtful and responsive host. We will definitely be back!
Guest favorite
Condo in Chatham
4.88 out of 5 average rating, 90 reviews

Walk to beach! Chatham Luxury near downtown, CBI!

KathyRating, 5 stars3 weeks ago
Kathryn place was just as advertised. Was a lovely unit and easy to explore Chatham in the surrounding areas. Katherine provided clear check in instructions and followed up promptly with any questions we had. I would definitely recommend staying here.
Guest favorite
A spacious living area features a brown leather sectional and two white armchairs, creating a cozy seating arrangement. Natural light floods in through large windows, illuminating the wooden flooring. An elegant chandelier hangs above a coffee table in the center, providing a welcoming ambiance.
Home in Chatham
5 out of 5 average rating, 9 reviews

Luxury Home- Chatham Center- Walk to Town + Beach

AnjuRating, 5 stars8 months ago
This place was excellent . Very clean and beautiful. Walkable to many restaurants n shopping locations. Prompt communication from the host. Would be happy to stay here any time again.
Superhost
A spacious deck is visible, surrounded by lush greenery and tall trees. A large umbrella shades a seating area, which includes outdoor furniture. Bright flowers are planted along the deck's edge, enhancing the inviting outdoor space.
Home in Chatham
4.97 out of 5 average rating, 103 reviews

Chatham Charm

MeredithRating, 5 stars8 months ago
This stay in Chatham was lovely. The house was adorable and had plenty of space for all of us staying that weekend. The house was thoughtfully designed with everything you need. You will have to either bring your own towels and sheets or rent and you will need to clean everything to be “broom” clean, which does offload more work and costs onto guests, but otherwise everything was fantastic. The location is so close to everything and is just beautiful.
Superhost
A sandy beach scene is presented with gentle curves leading to a serene body of water. Dune grass and scattered shrubs provide natural textures in the foreground, while an expansive blue sky stretches above. The scene captures the tranquil beauty of the coastal environment.
Apartment in Chatham
4.83 out of 5 average rating, 18 reviews

Bright Condo on private beach

SuzieRating, 5 stars3 weeks ago
Loved the location! There were people nearby but it was quiet. Great access to walk on the sand by the water. Inside, the bed was comfortable and I found everything I needed for the one dinner I ate in. I enjoyed sitting out on the patio in the back as well. Would love to stay again.
Superhost
A calm freshwater pond is surrounded by lush trees, reflecting the sky in the clear water. A vibrant red float is seen anchored in the center, providing a tranquil spot for relaxation. The shoreline features greenery, enhancing the peaceful atmosphere.
Home in Chatham
4.91 out of 5 average rating, 86 reviews

Spacious studio on lovely pond in Chatham

EmilyRating, 5 starstoday
Thanks for being a warm, friendly, and welcoming host Ragnhild! Enjoyed staying in this peaceful guest suite with a water view. The WiFi is also very fast, and I was able to seamlessly video conference on Teams. Would recommend Ragnhild’s place to any potential guests, especially remote workers.

Quick stats about vacation rentals in Chatham

  • Total rentals

    570 properties

  • Nightly prices starting at

    G$12,589 GYD before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    490 properties are a good fit for families

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Frequently Asked Questions

  • Do cabin rentals in Chatham have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Chatham. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Chatham have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Chatham. Enjoy a tailored experience with all the comforts you desire.

  • Are there house rentals with a dedicated workspace in Chatham?

    Yes! Work meets play with ease at over 190 house rentals in Chatham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Chatham house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Chatham, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cottage rentals in Chatham have air conditioning?

    Absolutely! We offer over 30 cottage rentals with air conditioning in Chatham. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Chatham?

    Four-legged friends are welcome in Chatham. Choose from more than 170 house rentals for guests traveling with pets.

  • Do house rentals in Chatham have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Chatham. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Chatham?

    Chatham has more than 430 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Chatham?

    Experience the best of Chatham with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Chatham?

    Enhance your stay in our House Rentals with the most popular amenities: over 230 homes with a bbq area, over 450 homes with wifi, over 30 homes with a gym, over 430 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore