Holiday rentals with outdoor seating in Eastham

Guest suite in East Orleans

4.89 out of 5 average rating, 217 reviews

Charming Old Cape Cod

Indulge in relaxation and leisure at Snowtop on the Town Cove. The charming retreat features a private entrance, a spacious bedroom with a king size bed, a full bath, and a sunlit living room with a dining table overlooking picturesque Town Cove. The view in the photo is your front yard. Guests often enjoy sitting outside to watch boats drift by and the sky change color to a sunset. Nestled on a quiet road, Snowtop is 3 miles from beautiful Nauset Beach and 2 miles from the center of Orleans.

4.96 out of 5 average rating, 95 reviews

New modern style Cape Cod escape

Beautifully furnished,fully renovated 3BD,2BT duplex in a Fantastic location. Spacious yard. At the end of a cul-de-sac. Within minutes of Beaches, Trails, Great Pond and Wiley Park. The open living space invites gatherings of family and friends. Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables,grill, plenty of parking, A/C window units, W/D. Sleeps up to 6 people.Linens, towels, beach towels/chairs & an umbrella provided.Peaceful Cape Cod home

4.98 out of 5 average rating, 356 reviews

Tiny home in Wellfleet

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

4.98 out of 5 average rating, 107 reviews

A cozy living area is furnished with a comfortable sofa adorned with decorative pillows. A dining table with seating for four is visible, alongside a well-equipped kitchen in the background. Natural light enters through the windows, highlighting the warm wood floors.

Flat in Wellfleet

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

The exterior of a classic Cape Cod house is shown, featuring shingle siding and multiple large windows. The surrounding landscape includes manicured shrubs and a gravel driveway, alongside a tree-lined backdrop that provides a natural setting. The entrance, framed by steps, leads to the welcoming front door.

4.9 out of 5 average rating, 101 reviews

Large, Cozy, Walk to beach, Central AC, Game room

This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

A contemporary cape-style home is framed by lush greenery and tall trees, set back from a sandy path leading to the entrance. The home features a charming front porch with large windows, offering a welcoming presence amidst the tranquil outdoor surroundings.

4.78 out of 5 average rating, 153 reviews

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

Unwind in paradise! This stunning property offers the best of both worlds: refreshing breezes from the marsh through open windows and doors, and newly installed Air Conditioning for rare, scorching days. Wake up to sunrises, a symphony of birds, the endangered Osprey, Great Blue Heron, and Egrets outside your window. Audubon is across the marsh. At night, owls, moonrise, and stars!! A bright, airy oasis on a quiet cul-de-sac, minutes from the beach, shopping, and scenic bike/rail trail.

4.91 out of 5 average rating, 193 reviews

The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.

Home in Wellfleet

Wellfleet Woods Escape

Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

4.9 out of 5 average rating, 121 reviews

An outdoor seating area is presented with a round table and four chairs, shaded by a vibrant red umbrella. A decorative wall hanging and plants add character to the wooden exterior. A surfboard rests against the wall beside the entrance, surrounded by stone and greenery.

Flat in Eastham

Peaceful retreat in the woods...

Beautiful peaceful setting removed from the hustle bustle but just minutes to the bay and ocean beaches...ponds for kayaking, canoeing, and SUPIng...wonderful restaurants, music and art galleries..cafes.....bicycle and walking trails...nearby golf courses...and the best surfing beaches on the Cape.. Not to mentioned how incredibly beautiful and mesmerizing this property is.. Private parking next to your private entrance... You will have a relaxing memorable experience while staying here...

4.98 out of 5 average rating, 98 reviews

The exterior of the beach house displays a welcoming porch adorned with two light blue Adirondack chairs and a small table. A bird feeder hangs nearby, while a decorative lantern and a birdbath provide additional charm. The entryway features a bright yellow door with a sign reading 'Cottage.'

Cottage in North Eastham

Cottage Getaway walk to beach

This Cute As Can Be Beach House is looking for guests! Just a five minute stroll to the beach, The Cottage is the perfect spot for a getaway. Open floor plan with spacious living-room, two bedrooms and bath. Large yard with outdoor shower and a hammock big enough for two! Includes beach chairs, towels, cooler. A true gem! Amenities -Air Conditioning -Heat -Smart TV -Wi-Fi -Gas grill/firepit -Two patios -Washer/Dryer -Outdoor shower - Parking -Adirondack chairs -Amazing sunsets

4.9 out of 5 average rating, 242 reviews

The cottage's exterior is framed by lush greenery, featuring a spacious deck with a large blue umbrella and picnic table. Vibrant flower pots add color, while stepping stones lead towards the entrance, inviting guests to enjoy the peaceful surroundings.

Cottage in North Eastham

Classic Cape Cod Cottage

June 6 to 11 just opened up! No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's sits 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. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.

4.96 out of 5 average rating, 195 reviews

The Sea Captain's Carriage House

The 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 king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

4.96 out of 5 average rating, 278 reviews

A prominent sign marks the entrance to Cape Cod National Seashore Salt Pond Visitor Center. Surrounded by greenery, the sign features bold lettering identifying the center and includes the National Park Service emblem, set against a backdrop of trees and a clear blue sky.

Flat in Eastham

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.

Popular amenities for outdoor seating rentals in Eastham

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A charming 1940s Cape Cod cottage is surrounded by greenery and trees, with a white exterior featuring traditional shingles. The front garden includes flowers and a seating area. A wooden fence runs along the property, adding to the serene, natural atmosphere.

4.95 out of 5 average rating, 22 reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

5 out of 5 average rating, 5 reviews

Sun, Sand and Serenity by the Bay

A classic cape-style home is nestled within a wooded landscape, showcasing a shingled exterior and a dark blue front door. A small deck extends from the side, accompanied by outdoor seating. Natural surroundings create a peaceful atmosphere with minimal grass and scattered trees.

4.9 out of 5 average rating, 39 reviews

Cape Cod home near National Seashore and bike path

The image captures a scenic shoreline with gentle waves lapping against the grass-lined bank. A meandering waterway leads into the distance, bordered by trees and quiet cottages. Soft blue skies are present overhead, enhancing the calm environment and natural beauty of the coastal landscape.

4.88 out of 5 average rating, 8 reviews

Eastham Bungalow

A charming cottage with a shingle exterior is set among tall trees. A covered porch with a railing invites relaxation. Large front windows provide ample natural light, while stone steps lead to the entrance. Surrounding landscaping features a mixture of gravel and greenery.

4.9 out of 5 average rating, 21 reviews

Bralla by the Bay

A serene view of a freshwater pond is captured, with gentle ripples reflecting the clear blue sky. Leafless trees frame the scene, adding a touch of nature's beauty. Lush greenery can be seen in the distance, showcasing the peaceful surroundings.

4.98 out of 5 average rating, 46 reviews

Cozy Cape Stay! bike path, beaches, water view!

4.99 out of 5 average rating, 98 reviews

An outdoor gathering area is arranged around a circular fire pit, with several comfortable chairs and accent tables. The surrounding garden is filled with lush greenery and vibrant blue hydrangeas. Soft lighting enhances the cozy ambiance as twilight descends.

Home in Orleans

Walk to Lake + Fire Pit | Near Nauset + Sleeps 10

A newly renovated house features a well-maintained front yard adorned with decorative shrubs and flowers. A stone pathway leads to the inviting front steps, flanked by well-groomed plants. The exterior showcases a light grey facade with dark shutters and a welcoming front porch.

4.94 out of 5 average rating, 18 reviews

The Fiddler Crab

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 125 reviews

A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.

Flat in Brewster

Songbird Studio- Secluded but close to everything!

4.93 out of 5 average rating, 215 reviews

Flat in Eastham

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

4.93 out of 5 average rating, 141 reviews

A serene beach landscape stretches under a clear blue sky, with soft sandy shores meeting calm waters. A small sailboat rests on the sand, surrounded by lush green shrubs and trees in the distance, enhancing the natural beauty of the coastal environment.

Flat in South Orleans

Walk to private beach, spacious peaceful apartment

4.96 out of 5 average rating, 282 reviews

A rustic, two-story cabin is surrounded by lush landscaping. A green door welcomes visitors, while a small stone pathway leads to a pair of outdoor chairs situated on a grassy lawn. The harmonious design includes natural stone walls and shaded trees.

Flat in Chatham

The Knoll

4.98 out of 5 average rating, 223 reviews

An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.

Flat in Oak Bluffs

Sunny Studio Apartment on Martha's Vineyard

5 out of 5 average rating, 106 reviews

Two black Adirondack chairs are positioned around a small table in a serene backyard setting. A bowl filled with lobster sits atop the table, with a fish pond and rocks in the background, complemented by sun rays filtering through the foliage.

Flat in Sandwich

Cozy Large Private Pet Friendly Studio

4.95 out of 5 average rating, 317 reviews

A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.

Flat in East Orleans

Cozy Waterfront Apartment, Private Beach Access

4.83 out of 5 average rating, 132 reviews

An open living area features light wood flooring with a large window allowing natural light. A comfortable couch is situated near a wooden coffee table. A dining table with chairs is visible, along with a well-equipped kitchen adorned with modern appliances.

Flat in Brewster

A quiet, private, unique spot in a great location!

Apartment rentals with outdoor seating

Apartment in Provincetown

A modern kitchen features sleek white cabinetry and a bar area with two high-backed stools. Pendant lights hang above the bar, illuminating a tray with decorative items. The space is arranged for convenience, showcasing well-organized counters and appliances.

4.93 out of 5 average rating, 317 reviews

Modern Provincetown Condo.

4.87 out of 5 average rating, 126 reviews

An open-concept living area features a spacious blue sectional sofa and a flat-screen TV mounted on the wall. Natural light floods the room through large windows, offering views of the surrounding greenery. A decorative plant and a textured area rug add warmth to the space.

Apartment in Chatham

Private Beach in Chatham - Sleeps 5

4.89 out of 5 average rating, 107 reviews

The kitchen features white cabinetry and stainless steel appliances, with a large granite island equipped with seating. Natural light floods in from the adjoining dining area, enhanced by multiple windows that offer views of the surrounding greenery.

Apartment in Chatham

Walk to beach! Chatham Luxury near downtown, CBI!

5 out of 5 average rating, 102 reviews

The balcony offers a view of the lush golf course, framed by trees and natural landscape. A round table with two high stools sits center stage, accompanied by a candle, creating a peaceful outdoor setting for relaxation.

Apartment in Brewster

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Apartment in Provincetown

A serene view from a private deck is presented, showcasing the expansive bay beyond. Two lounge chairs with blue and white striped cushions are positioned for relaxation, while the manicured lawn and beach area are visible, inviting guests to enjoy the outdoor space.

4.89 out of 5 average rating, 219 reviews

Bayshore 2:Direct waterfront/Parking/Pets welcome

4.87 out of 5 average rating, 138 reviews

A charming duplex features a well-maintained exterior with a landscaped yard, showcasing vibrant hydrangeas in various shades. A gravel driveway leads to the entrance, marked by a stone pillar displaying the number 20. The home is set amidst a backdrop of lush greenery.

Apartment in Falmouth

A Spectacular. Walk to beach, town and harbor 20

4.91 out of 5 average rating, 115 reviews

A communal pool area features a clear blue pool surrounded by concrete decking. Lounge chairs are arranged neatly on the sides, with greenery visible in the background. A wooden fence encloses the area, providing a private atmosphere.

Apartment in Dennis Port

Sea Salt Studio - Steps to Glendon Rd Beach