
Beachfront vacation rentals in Chatham
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Top-rated beachfront rentals in Chatham
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

SerenityViews | Lakefront | KingBed | Kayaks | FPL
Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

WOW LAKE VIEW! Waterfront, Prvt Beach, King Bed!
Wake up to magnificent panoramic views of a beautiful lake with waves lapping below your window! See a video tour on YouTube: "WOW View! Cape Cod Lakefront Cottage. Private Beach, King bed" Guests love the stylish, peaceful, open design; wall-to-wall, floor-to-ceiling windows; private beach with picnic table and chaise lounge chairs; a full, modern kitchen; luxurious King gel/coil bed, private office, bathroom's curved shower, AC, and much more! It's like being on your own luxury houseboat!

Quaint Cape Cod Cottage on a Private Beach!
Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new contemporary coastal decor is cozy and comfortable and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach with stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

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).

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.

Unique Waterfront Artist Cottage
Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Modern Beachfront Condo, Great Views and Location!
Completely redecorated for 2023! This is the waterfront escape you have dreamed of! Awaken to sunrises over the bay while sipping your coffee, and in the evening, enjoy your cocktail and marvel at the ever changing colors of the sky, bay and boats as the sun slowly sets over your perfect Cape Cod day. This luxury beachfront condo is located in the heart of downtown and is just a couple of minutes walk from the ferry.

Steps to Private Beach in Chatham
2 Bedroom condo with views of the beach, ocean and marina. This wonderful condo is part of a beachfront/oceanfront complex, with steps to your own private beach in Chatham! We are within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous lighthouse beach and Monomoy Wildlife refuge. Whether by land or sea, there's something for everyone. This is a great place to make memories.

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

Ocean Edge Cape House with Beach, Pool, and AC
Your dream Cape Cod getaway awaits! This classic Cape Cod cottage is nestled in the heart of Brewster, offering a perfect blend of comfort, relaxation, and outdoor adventure. With access to a private beach, resort-style amenities, and iconic local attractions, this is the ultimate retreat for families, couples, or groups looking to experience the best of the Cape.

7 Bedroom Beach House. Private Beach. Sleeps 19
The house sits directly on our 100 yard private beach, just steps to the ocean. Located at the end of a dead-end road, guests enjoy unmatched privacy and seclusion for relaxation, or *quiet and respectful* social gathering. Perfect for a week-long family reunion in the summer, or long weekend with friends in the off season!
Popular amenities for Chatham beachfront rentals
Pet-friendly beachfront home rentals

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

Charming water-front cottage on Martha's Vineyard!

Buzzards Bay - Beach Bungalow

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

On the water/Dog Friendly/Sleeps 7/SeaDuction

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

Oceanfront Home on Cape Cod Bay with Beach Access

⭐ Amazing Onset Getaway in the Starfish Suite
Beachfront home rentals with a pool

Eco-Friendly Beach Home | Pool | 1-min walk to sea

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

ShoestringBayHouse, waterfront & pool in Cotuit

InnSeason Resorts Surfside

Condo in Falmouth MA

Oceanfront w/private beach & pool

Beachfront Complex in Hyannis

Cozy cottage steps to the beach!
Private beachfront home rentals

Steps to the Beach, Ocean View Dennisport Cottage

4 Race Point-Maushop Village- 2 bedrms, 1.5 baths

Unit # 10

Stunning West End Waterfront Views w/ Parking

Sandy beach cottage on Wellfleet Bay

Renovated West-end Condo on the Bay w/ Parking

Sunset on Shore - Lewis Bay Waterfront

Oceanfront Escape on SeaView Beach, Dog-Friendly
Quick stats about beachfront rentals in Chatham

Total vacation rentals
Explore 20 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at € 94 per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chatham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chatham rentals

4.7 Average rating
Chatham stays receive an average rating of 4.7 out of 5 from guests
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Corn Hill Beach
- Cahoon Hollow Beach
- Kalmus Park Beach