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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Guest favourite

Tiny home in Wellfleet

4.98 out of 5 average rating, 285 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

Home in North Eastham

4.97 out of 5 average rating, 102 reviews

Private Beach | Water Views | Pet Ok | Firepit

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

Guest favourite

Tiny home in S. Yarmouth

4.88 out of 5 average rating, 580 reviews

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Guest favourite

Guest suite in East Harwich

4.99 out of 5 average rating, 591 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

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, 227 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

Cottage in North Eastham

4.91 out of 5 average rating, 214 reviews

Classic Cape Cod Cottage

3 day minimum through November. 15 min walk to the best bayside beach. Very peaceful setting. Four night minimum stay from April 15 to June 13 June 14 to Sept 6 there's a 7 night minimum stay, from Saturday to Saturday. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore.

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

4.93 out of 5 average rating, 267 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

Cottage in East Orleans

4.96 out of 5 average rating, 126 reviews

Distiller’s Cottage Nauset Beach East Orleans, MA

Escape to this 1 bedroom cottage on a private country compound hidden in conservation land- 1.5 miles from Nauset Beach, 1.5 miles from downtown Orleans. This 750 sq ft two-story cottage provides all the amenities necessary for a couple or small family (2 adults with 2 children - 2 adults max, 4 w/ children as it is a 1 BR) including linens. ONE parking space max. Bathroom is located on first floor. No pets or 3rd party bookings.