Beachfront holiday rentals in Orleans

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Top-rated beachfront rentals in Orleans

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home in Wellfleet

4.98 out of 5 average rating, 232 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

30 Sep – 7 Oct

$230 SGD 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.

12–19 Oct

$314 SGD per night

Guest favourite

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!

17–24 Oct

$253 SGD 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 Dec – 2 Jan

$420 SGD per night

Guest favourite

Cottage in Sandwich

4.95 out of 5 average rating, 160 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!

26 Feb – 5 Mar

$514 SGD per night

Superhost

Cottage in Dennis

4.88 out of 5 average rating, 352 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!

23–30 Apr

$275 SGD per night

Guest favourite

Home in Sandwich

5.0 out of 5 average rating, 112 reviews

*Oceanfront Beach Home*

Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

9–16 Jan

$937 SGD per night

Guest favourite

Apartment in Dennis

4.96 out of 5 average rating, 144 reviews

Studio, 300 yards to Glendon, Mermaid Haven #1

Newly renovated, 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio awaits for your Cape getaway. Head to the beach in the morning and you're close enough to walk back for lunch. The studio comes with a queen bed, a twin bed, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

9–16 Oct

$171 SGD per night

Guest favourite

Guest suite in Hyannis

5.0 out of 5 average rating, 140 reviews

600 ft Walk to Ocean! Luxurious Renovated Cottage!

Quaint second floor 785 sq ft unit w/ private entrance. 4 tenants MAX with ONE parking spot available. 600 ft to shared neighborhood private beach. NO guests without prior permission in house or on private beach. Queen bed in master bedroom, two twins in 2nd bedroom. Eat-in kitchen/living room area. Bathroom w/ stand-up shower. Stocked w/ linens, towels, kitchen supplies. Walking distance to Island ferry boats - 1m. Historic Main St.- 1.2m

18–25 Sep

$396 SGD per night

Guest favourite

Guest suite in Orleans

4.99 out of 5 average rating, 205 reviews

Private Beach, Cozy Cape Cottage

Enjoy your own private beach with soaring seabirds and ocean breeze! Let a breathtaking sunrise and view of the bay greet you every morning from bed. Take in the waterfront view on the outside patio by the garden or in the enclosed sun porch. Escape to our cozy cottage secluded in the woods with nearby trails. Explore the Cape's many attractions and refresh your soul with a relaxing Cape Cod vacation.

10–17 Mar

$378 SGD per night

Guest favourite

Cottage in Dennis

4.97 out of 5 average rating, 211 reviews

3 Redwing Place- walk to beach and tennis!

Sweet 3 bedroom duplex 1/3 mile from Inman Beach. Beautiful new tile and glass bathroom and new floors throughout Close to restaurants, tennis court and playground, family-friendly activities, and nightlife. Each unit has an outdoor shower, gas grill, table and chairs, and a private outdoor space. Great for couples, families, friends. Sheets and towels included!! (Big beach towels, too!)

15–22 Oct

$269 SGD per night

Guest favourite

Chalet in Wellfleet

4.89 out of 5 average rating, 118 reviews

Loft Chalet by the Bay

New Loft Chalet steps from the water and tucked in the trees. Perfect for getting away from it all. Great for couple. Ideal spot for rest and relaxation and exploring the rest of Cape Cod. Kayak, swim, paddle board, walk, minutes from the bike trail and an amazing bakery. There will be a 12.45% Mass Tax added.

25 May – 1 Jun

$252 SGD per night