
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 €148 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.

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.
4.82 out of 5 average rating, 129 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
4.94 out of 5 average rating, 110 reviews
Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass
RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.
4.85 out of 5 average rating, 469 reviews
Walk to Beach - Experience Dennis Beach House - AC
A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025
4.93 out of 5 average rating, 301 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
4.97 out of 5 average rating, 295 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.
4.95 out of 5 average rating, 431 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!
4.97 out of 5 average rating, 108 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!
4.97 out of 5 average rating, 277 reviewsCape 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.
4.93 out of 5 average rating, 197 reviews
Beach Glass Cottage - Pond Front
Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.
4.99 out of 5 average rating, 189 reviews
Charming Cottage near Beach and Ferry.
2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.
4.84 out of 5 average rating, 272 reviews
Chatham Cottage - Quiet and Quaint - Beach-Bicycle
Bicycling and the beach! My cottage is located halfway between the Rails to Trails bike path and beautiful Nantucket Sound.(free parking) It’s also equidistance to Chatham’s charming downtown or Harwichport's shops. It’s quiet setting and peaceful atmosphere calls to those who simply want to relax in the hammock or enjoy a meal on your private picnic table, complete with a gas grill. It's perfect for couples and solo adventurers.
4.92 out of 5 average rating, 128 reviewsPopular amenities for Chatham cottage rentals
Cottage rentals with a hot tub

Local Beach+ Fireplace + Hot Tub Under the *Stars*
4.96 out of 5 average rating, 169 reviews
Lakeside Waterfront House in Harwich: 4+beds, 3bth
4.91 out of 5 average rating, 43 reviews
The Front Cottage: Waterfront/Dock/Hot tub
4.86 out of 5 average rating, 42 reviews
Modern 1 bedroom cottage on 2 acres of waterfront.
4.94 out of 5 average rating, 32 reviewsPet-friendly cottage rentals

Cape Cod Spectacular Waterfront Cottage
4.9 out of 5 average rating, 177 reviews
Storybook Cottage Cape Charm Pet Friendly
4.91 out of 5 average rating, 101 reviews
LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
4.99 out of 5 average rating, 214 reviews
Walk to beach - firepit - fireplace
4.94 out of 5 average rating, 246 reviews
Walk 7/10 mile to Beaches *Dog Friendly*
4.97 out of 5 average rating, 140 reviews
Charming cape cod cottage
4.98 out of 5 average rating, 159 reviews
Not Your Great Aunt's Island Cottage
4.96 out of 5 average rating, 320 reviews
5 min walk to beach w/modern amenities
4.99 out of 5 average rating, 148 reviewsPrivate cottage rentals

Memorable Moments Cottage
4.89 out of 5 average rating, 150 reviews
Red Sky Retreat! Sun soaked 2 bedroom cottage!
4.98 out of 5 average rating, 228 reviews
Clean & comfortable 2BR cottage w/waterfront views
5.0 out of 5 average rating, 103 reviews
Cape Cod charmer 5 minute walk to Ocean beaches
4.93 out of 5 average rating, 122 reviews
Hillside Cottage
4.95 out of 5 average rating, 314 reviews
“Cozy Cottage” on Great Bay
4.94 out of 5 average rating, 232 reviews
Distiller’s Cottage Nauset Beach East Orleans, MA
4.97 out of 5 average rating, 154 reviews
Cozy Condo/Cottage on Cove, Walk to Town
4.97 out of 5 average rating, 104 reviewsDestinations to explore
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
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- Saquish Beach
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