Holiday rentals with beach access in Chatham

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Top-rated Accommodation with Beach Access in Chatham

Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

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Guest favourite

Home in Chatham

4.96 out of 5 average rating, 105 reviews

Amazing Family Friendly in-town - Chatham 5bedroom

Located on a quiet street steps from Main Street in the heart of downtown Chatham, this property has more charm than you can imagine! A brand-new luxury kitchen, new baths, and central Air Conditioning! The side yard is quiet and offers a calming place to unwind. The house is an easy walk to the beaches, shopping, and restaurants. Movie theater and ice cream place is just a couple steps away. It doesn't get any closer and easier. Leave the car at the house and walk everywhere! Large dining table for 10 and all the linens provided too. Perfect place for your family vacation! You have 2 King beds, 6 Twins and a Futon. House has parking for three cars but no car is necessary you walk to everything. Four bedrooms are upstairs along with a nice reading nook that looks out above the front door. Downstairs is two generous size living rooms, both with flat screen TV's. Nice kitchen with Island and bar as well as a dining table for ten that sits in a lovely sun porch. Walk directly onto your own yard and enjoy a barbecue after walking home from the beach.. The house is all yours. I spend lots of time in Chatham during July, but may not be on the Cape much during August. Either way I'm always a phone call away. Main Street offers easy proximity to beaches and award-winning restaurants and shopping. The location, a few steps away from downtown Chatham, is unbeatable. It's a quiet and peaceful street, yet close to the downtown hustle and bustle. The side yard is peaceful and quiet. You'll love all the space this five bedroom home has to offer. The house has two designated parking spaces in the driveway. If you have compact cars, you might be able to squeeze one more in too. A third parking space is just alongside the fence, but keep it close to the curb so that the neighbors have enough space to pull out of their driveway. One of the things we really enjoy about our home is our setting within a neighborhood, where the neighbors are nearby. Please be considerate of your noise outside. At night, we make sure that things are quiet outside by 10:00 pm, and ask that you do the same. Also, please turn off all exterior house lights at the end of the night.

21–28 Apr

$2,268 NZD per night

Guest favourite

Guest suite in Chatham

4.94 out of 5 average rating, 144 reviews

The Captain Kimball House of Christmas Joy

Experience Cape Cod while staying in this historic 1735 Salt Box built by Captain Kimball Eldredge. You will have a private entrance and the entire second floor dwelling to yourself. Conveniently located on 28 with just a short walk to the beach, this recently renovated home showcases colonial craftsmanship with the original wood floors and fireplaces. Two restaurants a stones throw away, the Cape Cod Rail Trail down the street and only a five minute drive to downtown Chatham or Harwich Port.

17–24 Jan

$444 NZD per night

Guest favourite

Condo in Chatham

4.96 out of 5 average rating, 279 reviews

In-town, Pied-a-Terre. Private, Sunny Comfy Home.

Bright, Sunny, fabulous in-town location. CLEAN, SAFE & PRIVATE hidden ABOVE shops, behind the Main Post Office. Great for Romantic Getaway, business trips, overflow guests. Comfortably furnished, thoughtfully outfitted. Quality linens, duvet etc. Walk to restaurants, cafe/bakery, groceries, shops, ballpark, Oyster Pond Beach, CBI, tennis courts, bike path, bike rental, etc etc. Private parking. **Please Note: Additional MA lodging tax of 12.45% will apply to all short term rentals**

12–19 Dec

$350 NZD per night

Guest favourite

Guest suite in Yarmouth

4.99 out of 5 average rating, 245 reviews

Sweet Little Suite in South Yarmouth

Welcome to the Jelly Shop! Enjoy your own free-standing, private cottage on this beautiful family-owned compound. This cozy retreat will provide ample living space, romantic captain's bed, kitchenette with fridge, microwave and Keurig coffeemaker. Enjoy your own private patio for lounging and dining. A beautiful stroll through this historic neighborhood will bring you to the Windmill on Bass River and close enough to other beaches, year-round attractions, restaurants and more! Welcome!

23–30 Mar

$371 NZD per night

Guest favourite

Cottage in Chatham

4.96 out of 5 average rating, 216 reviews

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property.

21–28 Oct

$451 NZD per night

Guest favourite

Cottage in Harwichport

4.94 out of 5 average rating, 300 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

16–23 Feb

$1,144 NZD per night

Guest favourite

Guest suite in Chatham

4.99 out of 5 average rating, 106 reviews

Spacious Moonhouse Studio - Chatham

Spacious studio apartment located above attached garage, with separate entrance and a relaxing private outdoor space. Perfect retreat for 1-2 people. Property is quietly situated off of a private road. Located one half mile from Ridgevale Beach along Nantucket Sound, also including nearby bike trail access. Short drive to Schoolhouse Pond, three miles from downtown Chatham. Three miles from popular Chatham Bars Inn and the Wychmere Beach Club Generally, a three night minimum.

16–23 Dec

$533 NZD per night

Guest favourite

Apartment in Chatham

4.97 out of 5 average rating, 235 reviews

The Knoll

A quiet home nestled next to conservation land. You will be greeted by a big friendly white dog, hear the gentle water fall of a small pond. 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.

6–13 Oct

$421 NZD per night

Guest favourite

Home in Chatham

4.96 out of 5 average rating, 101 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

26 Jan – 2 Feb

$657 NZD per night

Guest favourite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. You can also Walk, Bike, or Fish on Cape Cod Canal. Close to restaurants, hiking trails and Mass Maritime. Cape Cod Bridge- 5 min. 20% off a week.

6–13 Oct

$245 NZD per night

Guest favourite

Cottage in Chatham

4.94 out of 5 average rating, 144 reviews

Cape Cod Classic Cottage Near Forest Beach

See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

20–27 Nov

$704 NZD per night

Guest favourite

Apartment in Brewster

4.95 out of 5 average rating, 144 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.

2–9 Nov

$292 NZD per night