Waterfront holiday rentals in Chatham

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Top-rated waterfront rentals in Chatham

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite

Apartment in Nantucket

5 out of 5 average rating, 36 reviews

Spectacular Waterfront Townhouse

Step right out to the water! This amazing waterfront townhouse overlooks Nantucket Harbor and offers splendid views. This unique corner townhouse has two expansive deck spaces and beach views from the living space. The renovated townhouse offers 2 upstairs bedrooms, 2.5 baths, and 2 sleeper couches. The upstairs master has a balcony overlooking the harbor and all windows with waterfront views. Location is prime. Rental comes with 1 parking spot and AC units. July Sat-Sat Weekly rental available

Top guest favourite

Home in Sandwich

5 out of 5 average rating, 195 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Superhost

Cottage in Wareham

4.86 out of 5 average rating, 148 reviews

Onset beach, Cape code.Private Waterfront cottage

PRIVATE LAKE FOR YOUR Vacations year around. Spend quality time on spectaculars Blackmore pond.Comfortable cottage,step away from the water.Your own big dock out of your house as you wake up .Enjoy sunshine and sunset during summer , beautiful foliage , experience the ice or Snow drop during winter. this is exceptional romantic for your family . Well located next Onset beach, Water Park , Water Wizz of Cape Code. , Gate to Cape , To Ferry to Nantucket, Martha vineyard, Plymouth to P-Town

Guest favourite

Apartment in Provincetown

4.92 out of 5 average rating, 146 reviews

Westend Waterfront Luxury Condo-Provincetown

Waterfront condo in heart of the west end. Open-air design with multi-window views of the harbor, Long Point, and distant shores. Galley kitchen with breakfast bar, beautifully tiled bath, both renovated in a contemporary fashion. Includes one parking space (SMALL/MID-SIZED car only). Second-floor end unit has abundant light, water views, exclusive deck, common deck with beach access. 7 days min high season Jun28-Aug30 Sat-Sat only! NO PETS! NON SMOKING CONDO COMPLEX! NO EARLY CHECK INS.!

Superhost

Home in Barnstable

5 out of 5 average rating, 3 reviews

Amazing Lakefront Retreat w/ Private Beach, Dock

Located on the beautiful Wequaquet Lake, this spectacularly modern & stylish 3-bedroom private lakefront property is perfect for your next family vacation! Featuring a private beach & dock, enjoy a spacious backyard for BBQ, games & family fun. Outdoor bonus spaces include a sunroom with a TV, outdoor shower, & spacious deck with plenty of seating overlooking the Lake. Go kayaking, relax in the beach chairs, or watch the sunset on the screened in porch. Welcome to your next vacation!

Top guest favourite

Home in West Yarmouth

5 out of 5 average rating, 298 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Top guest favourite

Home in Dennis Port

4.96 out of 5 average rating, 190 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Top guest favourite

Home in North Falmouth

5 out of 5 average rating, 14 reviews

Luxury-Waterfront-Pets OK-Large Family-Bike Path

***WATERFRONT LUXURY HOME*** Ideal For Multiple Families Pet Friendly Picturesque Wing Pond Kayaks (kids and adult), SUP'S, Row Boat, fishing Bike Path out front door Waterfront Outdoor Dining for 12 Soaring 9-18 ft. ceilings Waterfront Indoor Dining for 10 Chef Kitchen 18 Foot Kitchen Island Wolf/Viking/Miele Appliances Walk in Pantry Waterfront floor to ceiling windows 4,000+ SQ FT Lux Beds/Bedding Business Class Wifi Oversized Stone Fireplace Waterfront Master Suite

Top guest favourite

Apartment in Provincetown

4.92 out of 5 average rating, 324 reviews

Beachfront Town Center

Waterfront condo association in the center of Provincetown, close to everything! This studio is located in Angels Landing and has everything you need for your stay in Provincetown. Steps from the beach, shopping, coffee shops, restaurants and galleries. The studio offers large waterfront decks with chairs for lounging and an outdoor shower to complete your beach front vacation! Parking is not included, but you can find parking info on the towns website.

Superhost

Flat in Oak Bluffs

4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle with our restaurant Lobsterville Bar & Grille below)

Superhost

Home in Orleans

4.89 out of 5 average rating, 57 reviews

Romantic Orleans waterfront cottage

ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! The best of Cape Cod - literally on the edge of the gorgeous and picturesque saltwater town cove! This beautiful 1BR cottage is clean, comfortable and private, ... yet within a short walk to village center, shops, great eateries, attractions, etc. We just added propane fire pits and bluetooth speakers outside!!

Guest favourite

Home in Wareham

4.89 out of 5 average rating, 244 reviews

The Light House - on the water, secluded, kayaks

On the water on private quiet cul de sac with breathtaking views & two decks. Just 3/10 of a mile walk to 2 beaches & Onset village with great restaurants & attractions. Kayak right from our backyard. Kayaks provided! Hot/cold outside shower. Outdoor deck dining. Dishwasher, Washer, dryer, WIFI. Window AC units in all bedrooms. Onset, the gateway to Cape Cod.