
Apartment holiday rentals in Chatham
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Top-rated apartment rentals in Chatham
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Sunny Studio Apartment on Martha's Vineyard
Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

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.

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.

The Cape Cod Perch at West Dennis Beach Studio Apt
Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

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.

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!

Walk to private beach, spacious peaceful apartment
Fully separate, pristine 1-BR apartment a short walk from Little Pleasant Bay, in our secluded home on wooded lane. Looks out on a small pond. Private entrance and stairs lead to airy, light-filled, tastefully furnished rooms, with full kitchen and private laundry room. Near Orleans and Chatham.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Waterfront Cape Cod Apartment

Studio in South Chatham

Bright sunny condo in Chatham!

Private Basement one bedroom in owner occupied

The Book Nook

Cape Cod Suite Near Private Beach

Cape Cod Dennis Port/Two Bedroom Apartment

Chatham Studio- .5 mile to Beach
Private apartment rentals

Waterfront Oasis in Yarmouth, Cape Cod

Billy & Beth's Bayside Lodging Cape Cod

Charming West Falmouth walk to bikeway and beach

Chic Pool Condo Near Mayflower Beach

Newly renovated apartment. Short walk to the beach

Studio perfect for 3, Walk to Nauset Beach!

Cape Cod Hideaway

Peaceful Pond view apartment close to beach
Apartment rentals with a hot tub

Beachfront Resort Studio Cape Cod

The Lotus-Hot Tub/Kayaks/Ebikes/Waterfront

Cape Cod Studio on Lovely Ocean Front Resort

Studio on the beach- 4th of July week!

15 Cottage #2 Top floor

Easy & breezy on Cape Cod!

Victorian Oasis: Driveway, hot tub, grill & more

Cove at Yarmouth 1 bed ONLY 5/22/26-5/29/26 (7nt)
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 940 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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- Town Neck Beach
- Lighthouse Beach
- New Silver Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Corporation Beach
- Sandy Neck Beach
- Sea Gull Beach
- Martha's Vineyard Museum
- Scusset Beach State Reservation
- Race Point Beach
- Sandwich Glass Museum
- Popponesset Peninsula
- Skaket Beach




