
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.

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Ensign 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, a pull out murphy bed, and a pull out couch bed. Kitchen: coffee maker, stove, dishwasher, etc. Single bathroom. This 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.

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.

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.

Lovely studio located in the heart of Sandwich.
Located in the heart of historic downtown Sandwich, Upstairs on Main is the perfect place to stay for a vacation in the quaint seaside town of Sandwich. The one bedroom studio is located on the second floor of a historic building which once was the town post office. It's been newly renovated and is walking distance to several restaurants, shops, historic landmarks and a 2 minute drive to the famous boardwalk beach. The studio has a queen bed, 1 bathroom and full kitchen.

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.

Waterfront with Views & Kitchen-Preston Cross Hall
The Preston Lucian Cross Hall Apartment at the Lucy Cross House is the benchmark in understated sophistication. The building was constructed in 1862 and lovingly restored in 2010 with toxin free materials to insure your stay is as tranquil and safe as possible. The property is located on Commercial Street at the beginning of the East End Gallery District with direct access to the Law Street Harbor Beach. WE NEVER CHARGE A CLEANING FEE!

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!

Cozy Large Private Pet Friendly Studio
Charming, private downstairs studio in historic Sandwich Massachusetts. This is a great space for you and your furry friend! Our place is centrally located 16 miles to Falmouth, 12 miles to Hyannis, 5 miles to shopping at Mashpee Commons, 6-9 miles to local beaches, 2-3 miles to groceries,restaurants and gas, 8 miles to the Sagamore Bridge, and 15 minutes to the Bourne Bridge.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

In-law apt. with all the amenities of Home.

Chatham Studio- short walk to beach

Studio in South Chatham

Bright sunny condo in Chatham!

Peaceful retreat in the woods...

Seasong Cottage

True Beachfront 1BR -Step onto beach outside

Private Basement one bedroom in owner occupied
Private apartment rentals

Waterfront Cape Cod Apartment

WATERFRONT PENTHOUSE OAK BLUFFS

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Billy & Beth's Bayside Lodging Cape Cod

The Book Nook

Cape Cod Suite Near Private Beach

Walk to Beach, Shopping, and Dining!

King Bed Suite (Pet Friendly) in a Great Location
Apartment rentals with a hot tub

Historic Ptown Charm - Hot Tub, Parking, Yard

Oceanfront Condo w/pool & beach

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Cape Cod Studio on Lovely Ocean Front Resort

Unique Industrial Penthouse

15 Cottage #2 Top floor

Victorian Oasis: Driveway, hot tub, grill & more

Discount studio OCEAN/BEACH FRONT RESORT CAPE COD
Quick stats about apartment rentals in Chatham

Total holiday rentals
Explore 10 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Wi-Fi availability
10 of Chatham holiday 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!
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