Apartment holiday rentals in Chatham

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.

Cape Cod Canal Home

Enjoy a getaway in our renovated 2 bedroom apartment on the 2nd floor with air conditioning and front balcony overlooking the Canal in Sagamore Beach. Beautiful, relaxing view with lots of boats and ships passing by. Steps to the Cape Cod Canal Bikeway for biking, walking and fishing. Two miles to Scusset Beach, 15 minutes to Historic Plymouth. Great location for easy day trips to Boston, Provincetown, Hyannis, beaches and more. Perfect for 2 couples or a family of five.

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.

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.

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.

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.

Upscale suite w/ separate entrance.

Charming upscale suite just minutes from Old Silver Beach. Private in-law type apartment on first floor with separate entrance. Beautiful living room with hardwood floors, picture window, bedroom with skylight, wet bar, a/c, fridge, microwave, Keurig, WiFi, tv. Everything you need for a special visit to "Old Cape Cod".