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Holiday rentals with outdoor seating in Orleans

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Orleans

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Home in Brewster

4.87 out of 5 average rating, 190 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Guest favourite

Tiny home in Wellfleet

4.98 out of 5 average rating, 280 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.

Guest favourite

Rental unit in North Eastham

4.91 out of 5 average rating, 244 reviews

Eastham Escape

Private cozy clean 3 room En suite. Exclusive use entrance. Entry room has small fridge, coffee bar, microwave, plates and accessories, and some pet supplies. No full kitchen. Middle room has couch and table chairs and roku t.v. Bedroom with dressed queen and fully stocked full bath. 5 min. to 2 "National Seashore" pet friendly beaches. 5 min. to Wiley park with pond and dog walk. Five min. to sunsets at the bay. Walk to bus, bike trail, restaurants. 23 miles to P town. .Sleeps 1 or 2 adults

Guest favourite

Guest suite in East Harwich

4.99 out of 5 average rating, 589 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Nine year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Guest favourite

Rental unit in East Orleans

4.95 out of 5 average rating, 288 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

Guest favourite

Rental unit in Brewster

4.96 out of 5 average rating, 160 reviews

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Guest favourite

Guest suite in Brewster

4.94 out of 5 average rating, 177 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

Guest favourite

Cottage in Eastham

4.95 out of 5 average rating, 225 reviews

The Breeze Overlooking Minister's Pond

Experience the beauty of fall at The Breeze, a luxurious cottage overlooking a peaceful freshwater pond. Perfect for nature lovers, this serene getaway offers easy access to Cape Cod's best hiking and biking trails, including Salt Pond and Rail Trail, where you can take in stunning autumn foliage. After a day of exploration, unwind by the fire pit, paddle the pond in a kayak or canoe, and enjoy the tranquil setting. **The Breeze** is your perfect autumn retreat.

Guest favourite

Home in Eastham

4.97 out of 5 average rating, 177 reviews

The Sea Captain's Carriage House

Our 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a 4-poster bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. Our half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Guest favourite

Rental unit in Eastham

4.95 out of 5 average rating, 237 reviews

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

Guest favourite

Guest suite in West Harwich

4.94 out of 5 average rating, 265 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

Guest favourite

Guest suite in East Orleans

4.92 out of 5 average rating, 173 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

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Popular amenities for Orleans outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Orleans

4.97 out of 5 average rating, 29 reviews

1850 Orleans Antique Home with Path to Arey’s Pond

Guest favourite

Home in Brewster

4.93 out of 5 average rating, 117 reviews

Shop, Swim, Hike, Bike in Historic Brewster

Guest favourite

Home in Yarmouth

5 out of 5 average rating, 123 reviews

Family Friendly Cozy Retreat w/ Fireplaces & Sauna

Guest favourite

Home in Orleans

4.95 out of 5 average rating, 78 reviews

Contemporary Post & Beam "Barn"

Guest favourite

Home in Chatham

4.97 out of 5 average rating, 116 reviews

Stylish Downtown Chatham Retreat

Guest favourite

Home in East Orleans

5 out of 5 average rating, 67 reviews

4 Season Cottage, Nauset Beach, tennis court

Home in Chatham

4.9 out of 5 average rating, 80 reviews

Spacious studio on lovely pond in Chatham

Guest favourite

Home in Truro

4.88 out of 5 average rating, 198 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Apartment rentals with outdoor seating

Guest favourite

Rental unit in East Dennis

4.86 out of 5 average rating, 152 reviews

Peace By The Bay No cleaning fee

Guest favourite

Rental unit in North Truro

4.83 out of 5 average rating, 113 reviews

Seasong Cottage

Guest favourite

Rental unit in South Orleans

4.92 out of 5 average rating, 132 reviews

Walk to private beach, spacious peaceful apartment

Guest favourite

Rental unit in North Eastham

4.92 out of 5 average rating, 181 reviews

Little Pearl

Guest favourite

Rental unit in Provincetown

4.95 out of 5 average rating, 116 reviews

West End Home with Waterfront & Rooftop Decks

Guest favourite

Rental unit in Chatham

4.97 out of 5 average rating, 260 reviews

The Knoll

Guest favourite

Rental unit in Provincetown

4.96 out of 5 average rating, 133 reviews

"Sadie by the Bay" cute cottage- short walk to bay

Guest favourite

Rental unit in Provincetown

4.98 out of 5 average rating, 169 reviews

Charming 1-Bedroom Condo/Parking

Condo rentals with outdoor seating

Guest favourite

Condo in Provincetown

4.92 out of 5 average rating, 278 reviews

Modern Provincetown Condo.

Guest favourite

Condo in Brewster

4.97 out of 5 average rating, 177 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Condo in Provincetown

4.79 out of 5 average rating, 277 reviews

Best location in Ptown ,Cozy 1 Bedroom, WATER VIEW

Guest favourite

Condo in Provincetown

4.98 out of 5 average rating, 142 reviews

Recently updated 2BD with 2 Decks and Water Views

Guest favourite

Condo in Provincetown

4.98 out of 5 average rating, 251 reviews

Center of Provincetown - Commercial St.

Guest favourite

Condo in Provincetown

4.93 out of 5 average rating, 136 reviews

Westend Waterfront Luxury Condo-Provincetown

Guest favourite

Condo in Provincetown

5 out of 5 average rating, 127 reviews

Prime Location | King Bed | Sunset Views | Parking

Guest favourite

Condo in Provincetown

4.96 out of 5 average rating, 178 reviews

Bayshore 9 Waterfront Renovated Condo with Parking

Quick stats about holiday rentals with outdoor seating in Orleans

Total rentals
170 properties
Nightly prices starting at
$167 NZD before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool

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