
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.

2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. 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. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

PTown Harbor & Beach Side 1 Br Condo & Deck!
Recently renovated in 2019 and located in the heart of Provincetown our large 1 bed condo is just a 7 min walk from the ferry and right by most parking lots. Bright & open space, clean lines in the kitchen/living room, with very large bedroom and true full sized bathroom. We have an exclusive use, furnished large deck with gorgeous bay views of MacMillan Pier and even the Monument. Working from home? We have a dedicated setup. There's direct access to the beach just steps away via the courtyard!

140 Steps to Beach with Water Views
This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. Located within a sought after cape style cottage community. It offers a Pristine Private Association Beach. There are 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. Location! Close to Cape Cod Canal, Restaurants, Beaches, Walking Trails, Golf Courses and Cape Cod Bridge-5 min. Early Bird - Sept- 15% off wk. 3 or more days 10% off!

Private Beach in Chatham - Sleeps 5
Welcome to 6 Starfish Lane! Rare for Chatham - flexible stays perfect for a long weekend and last minute getaways (2-4 night min, varies). This is a 2 Bedroom condo (King + Full + Twin) with views of the beach, ocean and marina. We have a private beachfront/oceanfront steps away and easy for the whole family! We are also within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous Lighthouse Beach and Monomoy Wildlife refuge. This is a great place to make memories!

Cottage with private beach in Hyannis Port
Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Little Boho Retreat by the Beach
Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Cozy Coastal Cottage With Sprawling Sea Views
Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Beachfront Charmer! Newly Renovated.
Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

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.

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

⭐ Beach Vibes & Fun Colors -- The Seashell Suite
Beach vibes and fun colors are the main features of this cozy 1 bedroom suite. With brand new pine floors, a full kitchen, and a full bathroom, this suite provides all the amenities for your beachside stay. The bed is topped with memory foam for extra comfort. This bright, first floor suite provides easy access to the beach, park, and village. We also have beach towels and 2 lightweight beach chairs for your use :)
Popular amenities for Chatham beachfront rentals
Pet-friendly beachfront home rentals

Clear Pond Pet Friendly Retreat

Buzzards Bay - Beach Bungalow

Private Beach House, Walk to Beach, Outdoor Shower

Waterfront Loft 1BR | Bayfront Deck + Beach Access

Unique Waterfront Artist Cottage

Renovated West-end Condo on the Bay w/ Parking

Bayshore 2:Direct waterfront/Parking/Pets welcome

Waterfront Cottage at Beach Point in Provincetown
Beachfront home rentals with a pool

P-Town Beach Beauty on the Bay. Water View!

(Beachfront) 2BR/2BA Cottage w/ Front & Back Deck

Luxury Waterfront Getaway

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

X Marks the spot

Cozy cottage steps to the beach!

Upscale Beach Retreat w Pool, Half Mile to Beach!

Unit # 30 - 2nd Floor Deluxe Studio - with A/C
Private beachfront home rentals

BAYSHORE PENTHOUSE GALLERY DISTRICT-PRIVATE BEACH

Beachfront Beauty

Salt Cottage Dennis Port, Cape Cod, MA

Ocean view with private beach

Quaint beachfront cottage

Waterfront Loft in Provincetown

LOCATION LOCATION!! Ocean- View TOP Floor Condo

LOCATION! Sea Captain's House, Walk to Beach/Town
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 €95 per night before taxes and fees

Verified guest reviews
Over 1,100 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

4.8 Average rating
Chatham stays are highly rated by guests—averaging 4.8 out of 5!
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- Beachfront rentals Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Onset Beach
- Duxbury Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Coast Guard Beach
- New Silver Beach
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- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
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- Popponesset Peninsula
- Sea Gull Beach
- Cape Cod Canal
- Sandwich Glass Museum





