
Cottage holiday rentals in Chatham
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Chatham

Total holiday rentals
Explore 30 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $239 AUD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chatham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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 reviews
Cape Cod Spectacular Waterfront Cottage
Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.
4.9 out of 5 average rating, 177 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
Memorable Moments Cottage
Amazing Beach House for Family & Friends. 4 miles to the closest Beach. Beach parking pass available for Barnstable. (9+ beaches and ponds in the Yarmouth area, this parking is not included in the beach pass) Minutes away to great Restaurants, Museums, Mini golf, Ice Cream and so much more. The newly renovated cottage has hardwood floors, updated fully equipped kitchen, Streaming TV, WiFi, high speed internet, and washer and dryer.
4.89 out of 5 average rating, 150 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 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

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 7/10 mile to Beaches *Dog Friendly*
4.97 out of 5 average rating, 140 reviews
Walk to beach - firepit - fireplace
4.94 out of 5 average rating, 246 reviews
Charming cape cod cottage
4.98 out of 5 average rating, 159 reviews
Koi pond ranch w. Game room near the lake
4.82 out of 5 average rating, 141 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

Red Sky Retreat! Sun soaked 2 bedroom cottage!
4.98 out of 5 average rating, 228 reviews
Distiller’s Cottage Nauset Beach East Orleans, MA
4.97 out of 5 average rating, 154 reviews
Modern, Clean Cottage • Walk to Campground Beach
4.9 out of 5 average rating, 101 reviews
Clean & comfortable 2BR cottage w/waterfront views
5.0 out of 5 average rating, 103 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
Cozy Condo/Cottage on Cove, Walk to Town
4.97 out of 5 average rating, 104 reviews
"Coaster" Village Location!
4.91 out of 5 average rating, 172 reviewsDestinations to explore
- Rentals with breakfast Chatham
- Waterfront rentals Chatham
- Apartment rentals Chatham
- Family-friendly rentals Chatham
- Rentals with a kayak Chatham
- Pet-friendly rentals Chatham
- Rentals with beach access Chatham
- Beachfront rentals Chatham
- House rentals Chatham
- Luxury rentals Chatham
- Rentals with pools Chatham
- Rentals with a hot tub Chatham
- Rentals with lake access Chatham
- Cottage rentals Barnstable County
- Cottage rentals Massachusetts
- Cottage rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- Pinehills Golf Club
- Race Point Beach
- Inkwell Beach
- Coast Guard Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Nickerson State Park
- Sea Gull Beach
- Marconi Beach





