
Apartment holiday rentals in Chatham
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Top-rated apartment rentals in Chatham
Guests agree: these apartments are highly rated for location, cleanliness and more.

Songbird Studio- Secluded but close to everything!
Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Cape Cod Beachfront 2 bedroom Cottage Harwich
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. Although you'll never feel like you need to leave the cottage because of its enviable location and views, it is close to the quaint Harwich village which boasts art and culture, restaurants and dining, shopping and family-friendly activities. This cottage is great for couples, families (with kids), and groups (up to 5).

Modern Luxury Apt. | 7 min from Commons
This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

The Knoll
A quiet home nestled next to conservation land at the end of a dirt road. Though there are neighbors, the landscaping creates a private oasis. The downstairs apartment with private entrance is old New England with Cape Cod affects. The Bedroom has a queen bed. Second sleeping area has a Daybed with trundle and is partially open to the living area. Outside deck has a grill and shower for guest use. Close to School House pond, bike path, and 3 miles from beaches, shopping, and downtown.

The Secret Garden
Bright and spacious garden level apartment. One floor living, one queen bedroom, private bath, living room with queen pullout and limited kitchenette. Tranquil setting. Your own entrance and patio. A mile to Pleasant Bay, Eastward Ho and Wequassett Inn, shopping, restaurants and beach. Walk the labyrinth, gardens and fairy gardens. Take an outdoor shower. Cable TV in bedroom as well as living room plus wifi. The hosts live on the top floor of the home. Off season discounts.

Sophisticated, Private Cape Cod living
LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Anchor Suite | Nantucket Boat | Hyannis + Parking
This is a fully-furnished Apartment (En-Suite) located at 63 Pleasant Street. This apartment features a living room area(with 4k OLED TV), bedroom w/ extra long queen bed, fully equipped kitchen (coffee maker, stove, dishwasher, etc..), and single bathroom. The unit is found in a neighborhood called 'Ship Captains Row" which is located in walking distance from both Main St, Hyannis as well as Hyannis Harbor. We also have on site parking for at least 2 cars.

Your dog will love it here and you will too.
If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

National Seashore Escape
There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

Cute Cottage Near Beach & Main Street 3BR/3BA (15)
Stay at a charming 3-Bedroom cottage in a beautiful setting within walking distance to Cape Cod's warm sandy beaches and Main Street Hyannis. Captain Gosnold Village is ideally located within a short walk from three of the Cape's best beaches and nestled between picturesque Hyannis Port and the vibrant atmosphere of Hyannis Harbor with its island ferries, sightseeing and fishing charters.

A quiet, private, unique spot in a great location!
The apartment is completely separate from the house with a private deck. The property is surrounded by conservation land so the closest neighbor is not visible from the apartment or the yard. We offer self check in and allow our guests complete privacy during their stay. We follow the guidelines for cleaning provided by Airbnb and the CDC. Room Occupancy Excise Reg. Cert. C0013100410

Cozy Waterfront Apartment, Private Beach Access
Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Waterfront Cape Cod Apartment

Billy & Beth's Bayside Lodging Cape Cod

Waterfront Oasis in Yarmouth, Cape Cod

Studio in South Chatham

Private Basement one bedroom in owner occupied

The Book Nook

Newly renovated apartment. Short walk to the beach

Cape Cod Dennis Port/Two Bedroom Apartment
Private apartment rentals

Guest Suite in Historic Home

Studio perfect for 3, Walk to Nauset Beach!

Peaceful spot near amazing beaches and seafood!

RELAX! A Little of Heaven in Wellfleet

Beautiful HarwichPort space near DT & Beach

The Cherry

Coastal 2BR Retreat In The Heart of East Orleans

Nauset Nook
Apartment rentals with a hot tub

The Lotus-Hot Tub/Kayaks/Ebikes/Waterfront

Cape Cod Studio on Lovely Ocean Front Resort

Studio on the beach- 4th of July week!

Easy & breezy on Cape Cod!

Cove at Yarmouth 1 bed ONLY 5/22/26-5/29/26 (7nt)

Victorian Oasis: Driveway, hot tub, grill & more

3-bedroom Condo at Ocean Edge Resort and Golf Club

The Soundings Seaside Resort
Quick stats about flat rentals in Chatham

Total holiday rentals
Explore 10 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Wifi availability
10 of Chatham holiday rentals include wifi 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!
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