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.

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Top guest favourite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
Flat in Brewster
4.97 out of 5 average rating, 123 reviews

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.

Guest favourite
A charming cottage is nestled against sandy dunes, featuring a covered porch with seating. The exterior showcases light grey shingles, and a large circular decorative element is centered on one wall. Beach chairs are positioned near the entrance, inviting relaxation with ocean views.
Flat in Harwich Port
4.81 out of 5 average rating, 110 reviews

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).

Guest favourite
A spacious bedroom features a large king bed with a custom wood frame and soft bedding. Natural light enters through two windows with sheer curtains, and a colorful abstract art piece adorns the wall. A full-length mirror stands adjacent to the bed on a textured area rug.
Flat in Falmouth
4.97 out of 5 average rating, 266 reviews

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

Top guest favourite
A rustic, two-story cabin is surrounded by lush landscaping. A green door welcomes visitors, while a small stone pathway leads to a pair of outdoor chairs situated on a grassy lawn. The harmonious design includes natural stone walls and shaded trees.
Flat in Chatham
4.96 out of 5 average rating, 282 reviews

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.

Guest favourite
The bedroom features a queen bed with a light-colored comforter, complemented by decorative pillows. Two lamps provide soft lighting beside the bed, and a piece of wall art depicts a boat scene. A window allows natural light, with white blinds partially opened.
Flat in Harwich
4.9 out of 5 average rating, 297 reviews

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.

Guest favourite
The bathroom features a freestanding white soaking tub with a wooden shelf holding toiletries and a glass of wine. A textured blue throw is draped over the side, and a light blue mat with the word 'PEACH' adds a touch of color.
Flat in Brewster
4.95 out of 5 average rating, 172 reviews

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.

Guest favourite
The living area features a dark blue couch, a white dresser, and a large OLED TV displaying a vibrant beach scene. A stylish kitchen with stainless steel appliances is visible, along with a dining area highlighted by a modern table and chairs. Fresh flowers add a touch of color.
Flat in Hyannis
4.92 out of 5 average rating, 124 reviews

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.

Top guest favourite
A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.
Flat in Barnstable
4.99 out of 5 average rating, 276 reviews

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!

Top guest favourite
A prominent sign marks the entrance to Cape Cod National Seashore Salt Pond Visitor Center. Surrounded by greenery, the sign features bold lettering identifying the center and includes the National Park Service emblem, set against a backdrop of trees and a clear blue sky.
Flat in Eastham
4.96 out of 5 average rating, 276 reviews

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.

Guest favourite
An inviting living space is highlighted with a grey sofa, modern dining table with four chairs, and bright windows allowing natural light. The kitchen has sleek cabinets and appliances. Below, the scenic Keyes Memorial Beach is shown with soft sand and a sunset. A community pool featuring turquoise water and lounge chairs is also visible.
Flat in Hyannis Port
4.86 out of 5 average rating, 108 reviews

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.

Guest favourite
An open living area features light wood flooring with a large window allowing natural light. A comfortable couch is situated near a wooden coffee table. A dining table with chairs is visible, along with a well-equipped kitchen adorned with modern appliances.
Flat in Brewster
4.83 out of 5 average rating, 132 reviews

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

Top guest favourite
A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.
Flat in East Orleans
4.95 out of 5 average rating, 315 reviews

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

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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