Waterfront vacation rentals in Dennis Port

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Top-rated waterfront rentals in Dennis Port

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

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Guest favorite

Cottage in Yarmouth

4.99 out of 5 average rating, 174 reviews

Serenity Views | Waterfront | King | Firepit Kayak

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!!

Oct 5 – 12

G$99,238 GYD per night

Guest favorite

Home in South Yarmouth

4.93 out of 5 average rating, 209 reviews

Waterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK

✅ We keep rates low by you bringing your own sheets & towels OR linen service is $125. ✅ Smart TVs in LIving Room & 2 BRs ✅ Waterfront hot tub-Open year round ✅ Fully equipped kitchen w/Carrera marble countertops ✅ Gas Fireplace in LR ✅ High quality down comforters & pillows ✅ Level backyard to lake ✅ Dock for swimming and fishing ✅ 2 kayaks & 2 SUPs ✅ Deck w/sitting & dining area ✅ Patio w/seating & gas fire pit ✅ Sleeps 7 ✅ Pet fee $30/day ✅ Waterfront ✅ W/D Locally managed

Oct 6 – 13

G$95,620 GYD per night

Guest favorite

Guest suite in Chatham

4.99 out of 5 average rating, 203 reviews

Waterfront Suite on Emery Pond

Comfortably furnished studio suite w/private parking & entrance offers a garden setting w/picnic table, private access to the fresh water pond, outdoor shower. The friendly, cottage-style decor is inviting w/queen-size bed, couch, ample closets, private bathroom w/shower, small dining area w/microwave & fridge (no stove, no bbq); writing table, WiFi, Roku & DVD player. Enjoy the water view! Minutes by car to Chatham. Fresh linens, bath & beach towels, shampoo/conditioner, coffee/tea. STR-46

Oct 8 – 15

G$54,776 GYD per night

Guest favorite

Home in Chatham

4.95 out of 5 average rating, 241 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Nov 16 – 23

G$87,327 GYD per night

Guest favorite

Cottage in Yarmouth

4.95 out of 5 average rating, 177 reviews

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!

Oct 17 – 24

G$38,792 GYD per night

Guest favorite

Home in Yarmouth

5.0 out of 5 average rating, 248 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

Nov 17 – 24

G$120,059 GYD per night

Guest favorite

Home in Dennis

4.95 out of 5 average rating, 151 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.

Apr 3 – 10

G$52,557 GYD per night

Guest favorite

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. Last Min May-10% off, 3,4,5 day 10% off.

Oct 6 – 13

G$24,804 GYD per night

Guest favorite

Apartment in East Orleans

4.94 out of 5 average rating, 259 reviews

Cozy Waterfront Apartment, Private Beach Access

Hello to all of my future guests. I want to wish you all well and safety in these uncertain times. I can assure you that this property is safe, private, spotless and affords you access to a beautiful private beach. I have updated the apartment to include a microwave and two kayaks. We are implicating extra sanitizing and cleaning measures to ensure the apartment is clean and safe for each guest! Please stay safe, optimistic, and let me know of any concerns. Sincerely, Patty

Oct 9 – 16

G$45,594 GYD per night

Guest favorite

Cottage in Sandwich

4.95 out of 5 average rating, 161 reviews

Waterfront Lake Cottage, Private Beach, Wow View!

Wake up to a magnificent view of a beautiful lake with waves lapping gently below your window! Guests love this stylish and open designed home dramatically located on the shores of a large, recreational lake. It's like being on your own luxury houseboat! Enjoy the wall-to-wall windows with a panoramic view, a beautiful new modern kitchen, your own private beach, a new luxurious King hybrid gel/coil bed, private office space, large bathroom with curved shower, and much more!

Jan 23 – 30

G$79,567 GYD per night

Superhost

Cottage in Sandwich

4.87 out of 5 average rating, 307 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

RARE: PET FRIENDLY OCEANFRONT CAPE COD VINTAGE COTTAGE WITH PRIVATE BEACH & CENTRAL AIR. Lil’ Sea Sass is a 3 BR beachfront house featuring DIRECT oceanfront and it’s own PRIVATE beach! Nestled in the dunes this beachfront oasis offers unparalleled ocean views and is located in a very private “off the beaten path” serene setting near the end of a private road and then down a long drive. Amenities such as a fire table, FAST WIFI, an outdoor shower, and stocked kitchen.

Jan 16 – 23

G$118,916 GYD per night

Superhost

Cottage in Dennis

4.88 out of 5 average rating, 353 reviews

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!

Dec 7 – 14

G$42,230 GYD per night