Cottage vacation rentals in Chatham

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Chatham

  • Total vacation rentals

    Explore 30 vacation rentals in Chatham

  • Nightly prices starting at

    Chatham vacation rentals start at ﺩ.ﺇ 624 per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chatham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chatham rentals

  • 4.9 Average rating

    Chatham stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated cottage rentals in Chatham

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in Harwich Port
4.83 out of 5 average rating, 128 reviews

2BR Directly on Pleasant Beach – 30 Steps to Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Top guest favorite
A single-story home features a gray exterior complemented by blue shutters and a coral front door. A manicured lawn surrounds the house, while a pathway leads from the street to the entrance. Trees provide a backdrop, enhancing the home's privacy.
Cottage in Harwich
4.93 out of 5 average rating, 107 reviews

Red River Beach Getaway

South of Route 28 - Nine houses from Red River Beach one of the cape's most family friendly beaches - Harwich's only beach with public non resident parking. 1.5 miles from downtown Harwich, this spacious 3 bedroom 2 bathroom home has a large, open living room with vaulted ceilings. Enjoy dinner on the large back deck, overlooking a private yard, perfect for lawn activities. Other amenities include central AC, outdoor shower, laundry, cable television, WiFi internet and more. Linens included

Top guest favorite
Cottage in Harwich Port
5.0 out of 5 average rating, 119 reviews

Pristine Beach Cottage in Heart of Harwichport!

Walk everywhere from this Charming 1 bedroom cottage with AC, next to an antique captain’s house. Private entrance with parking for 2 cars. One block walk to town, ice cream & restaurants. 3 block walk to Beaches. Perfect location for Harwich and Chatham wedding guests, Music in the Port, or just a beach escape. Updated and clean. Includes use of 2 beach chairs, towels, beach bag with extras, toiletries plus many bonus amenities. Coffee & Snacks included. Pack lightly! This place has it all!

Top guest favorite
A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.
Cottage in Chatham
4.97 out of 5 average rating, 295 reviews

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

Top guest favorite
Cottage in Dennis Port
4.96 out of 5 average rating, 158 reviews

Escape to the Cape

Description Escape to the heart of Cape Cod and enjoy a relaxing stay in my charming 2 bedroom cottage in Dennis Port. Offering a cozy and inviting atmosphere, this home is perfect for families or small groups looking for a peaceful retreat. 0.9 miles to Sea Street Beach and 1.1 miles to Glendon Beach. Close to restaurants, ice cream shops, souvenir shops, bakeries, delis, markets, golf courses, boat rentals, and other attractions. This cottage has everything you need for a memorable stay.

Top guest favorite
A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.
Cottage in Harwich Port
4.95 out of 5 average rating, 429 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

Superhost
Cottage in Harwich Port
4.91 out of 5 average rating, 101 reviews

Unlisted

Lucky Penny is now under new ownership and is hosted by Dar. For future reservations, please book through our new Airbnb listing: airbnb.com/h/luckypennycottage Cozy Cape Cod Cottage with Storybook Charm. Enjoy salt air breezes minutes to Harwich Port. Tucked away on a quiet lane just off Route 28, Lucky Penny is surrounded by hydrangeas, roses, and sea grass. Relax on your private front deck or back patio and enjoy the outdoor shower. Walk to the beach, shops, restaurants, and tennis.

Top guest favorite
Cottage in West Yarmouth
4.97 out of 5 average rating, 273 reviews

Cozy Coastal Cottage With Sprawling Sea Views

Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

Top guest favorite
Cottage in Harwich Port
4.97 out of 5 average rating, 106 reviews

Cozy cottage in Harwich Port - 100 steps to beach

Newly built beachfront home in quieter Harwich Port. High-speed WiFi, open-concept living, modern kitchen with stainless appliances & quartz counters. Master with queen bed & 2nd floor deck access, 2nd bedroom sleeps 3. Central heat/AC, 3 parking spaces. Steps from beach, shops & cozy restaurants. Perfect for remote workers, weekend getaways, or anyone seeking quiet Cape Cod charm in the off-season. Experience authentic coastal living with everything you need for comfort and relaxation!

Guest favorite
A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.
Cottage in Chatham
4.93 out of 5 average rating, 196 reviews

Cape Cod Classic Cottage Near Forest Beach

See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

Top guest favorite
A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.
Cottage in Yarmouth
5.0 out of 5 average rating, 255 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 607 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Popular amenities for Chatham cottage rentals