Vacation rentals with outdoor seating in Eastham

4.98 out of 5 average rating, 105 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.

Apartment 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.

4.9 out of 5 average rating, 189 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.

Apartment in East Orleans

A charming yellow house is set within a green grassy area, accompanied by a colorful umbrella over a circular outdoor table and chairs. Adjacent to the house, two light green Adirondack chairs invite relaxation. Large windows enhance the natural light of the space.

4.79 out of 5 average rating, 117 reviews

Charming apartment in village center

We are close to the beach, restaurants, and many family-friendly activities including biking, whale watching, kayaking, mini-golf and of course, swimming! Located right in the village of East Orleans, you will be close to Nauset & Skaket Beaches, inlets, ponds, and the Cape Cod Rail Trail for biking. The great location makes it convenient to all of Orleans, Chatham, Brewster and the Lower Cape. Perfect for couples, singles, and especially for families with kids because of our large yard!

4.95 out of 5 average rating, 132 reviews

Guesthouse in Brewster

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

4.9 out of 5 average rating, 254 reviews

A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.

Home in Truro

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

5 out of 5 average rating, 103 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

4.95 out of 5 average rating, 261 reviews

A serene dock extends over calm waters, featuring two Adirondack chairs positioned beside vibrant potted flowers. Lush greenery frames the scene, providing a peaceful backdrop for relaxation. The setting invites guests to unwind and enjoy the tranquility of the freshwater pond.

Cottage in Eastham

The Breeze Overlooking Minister's Pond

The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor shower, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

4.96 out of 5 average rating, 194 reviews

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.

Home in Eastham

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.

4.9 out of 5 average rating, 239 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

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 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. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

4.96 out of 5 average rating, 276 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.

Apartment 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.

4.99 out of 5 average rating, 181 reviews

The exterior of The Huddle Hut features a striking purple facade accented with light green trim. A welcoming entrance is highlighted by a gabled roof and a front porch. Bright floral planters add a touch of color, nestled beneath large windows that invite natural light.

Tiny home in Wellfleet

The Huddle Hut—a sweet, neat esCAPE to Wellfleet

The pristine Huddle Hut is nestled in a peaceful, wooded area only a short drive from beaches, restaurants, biking trails and Wellfleet's historic, charming town center. The Huddle Hut is perfect for couples and solo adventurers, only intended for one or two people at anytime: + nestled among trees in a quiet space + standalone building, private deck, outdoor shower + thoughtful, eclectic design + year-round getaway destination

Popular amenities for Eastham outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

5 out of 5 average rating, 77 reviews

A charming cottage is set amidst well-maintained landscaping, featuring shingle siding and a welcoming front porch. Natural light is evident in the multiple windows, and the property is enclosed by neatly trimmed hedges, offering privacy and a cozy atmosphere.

Home in East Orleans

4 Season Cottage, Nauset Beach, tennis court

4.78 out of 5 average rating, 153 reviews

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.

Home in Eastham

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

5 out of 5 average rating, 3 reviews

Game Room- Movie Projector Room- Fire Pit

4.93 out of 5 average rating, 95 reviews

A ranch-style home is nestled among tall trees, featuring a sloped roof and wood shingle siding. A small front porch is positioned beside the entrance, with a pathway leading to the door. Air conditioning unit is visible on the side of the house.

Home in Wellfleet

Chequessett "Hide-Away"

A charming cottage is seen from the front, featuring a shingle exterior and blue shutters. The landscaped yard includes neatly trimmed shrubs and a decorative flower. A gravel driveway leads to the entrance, which is framed by two large windows and a welcoming front door.

4.91 out of 5 average rating, 22 reviews

Walk to Beach 3BR Dog Friendly | Deck | Firepit

A serene beach scene captures a gentle stream flowing through soft sand, leading to the ocean. The clear blue sky reflects sunlight across the water's surface, highlighting the expansive shoreline. Minimal vegetation and distant structures provide a sense of tranquility to the landscape.

5 out of 5 average rating, 39 reviews

5 Min Walk to Bay Beach! Large, Newly Renovated!

An open-concept living space is depicted, featuring a long dining table that comfortably seats up to 12. A spacious living area can be seen in the background, complete with large windows allowing natural light to fill the room. A ceiling fan and coastal decor add to the atmosphere.

4.93 out of 5 average rating, 40 reviews

Huge Roof Deck Overlooking Ocean. Paradise Awaits!

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

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 124 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.

Apartment in Brewster

Songbird Studio- Secluded but close to everything!

4.97 out of 5 average rating, 126 reviews

A spacious living area features a brick fireplace and a television. A comfortable sofa and armchairs are arranged around a coffee table on a patterned rug. A dining table with seating is visible in the background, along with decorative wall art and natural light from the windows.

Apartment in Barnstable

Spacious & bright, near beaches

4.87 out of 5 average rating, 165 reviews

Apartment in Dennis

Peace By The Bay

Apartment in South Orleans

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.

4.93 out of 5 average rating, 140 reviews

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.

Apartment in Chatham

The Knoll

Apartment in East Orleans

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.

4.95 out of 5 average rating, 315 reviews

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.

Apartment in Brewster

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

4.87 out of 5 average rating, 128 reviews

A spacious living area is visible, featuring a modern couch and stools at a kitchen bar. Light-colored wood floors are complemented by a decorative area rug. The kitchen includes various appliances, and artwork adorns the walls, adding character to the inviting space.

Apartment in Wellfleet

2 Calypso

Condo rentals with outdoor seating

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, 313 reviews

Modern Provincetown Condo.

A serene waterfront view displays calm waters under a clear blue sky. A private beach area is visible with deck chairs and umbrellas arranged neatly on a sandy spot. Lush green gardens and a winding stone path add to the natural beauty of the setting.

4.84 out of 5 average rating, 112 reviews

Bayshore11 Waterfront Renovated Condo with parking

A bright living space features large windows providing views of the waterfront. A white sofa and a cozy sitting area surround a circular coffee table. A patterned area rug anchors the space, while light filters in, enhancing the serene atmosphere.

4.99 out of 5 average rating, 109 reviews

Modern Beachfront Condo, Great Views and Location!

A serene bedroom features a spacious bed adorned with a striped blue and white quilt, complemented by an accent pillow with an anchor design. The walls are painted in soft blue and decorated with framed nautical-themed art. Two white doors lead to the closet and bathroom.

5 out of 5 average rating, 102 reviews

Westend one bedroom condo

4.95 out of 5 average rating, 188 reviews

A spacious studio features a queen bed with a decorative throw blanket and a vibrant pillow. A kitchenette with a stove, refrigerator, and sink is visible, alongside shelving and a window draped with light curtains. Blue accents are present throughout the room, creating a fresh ambiance.

Condo in Dennis Port

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

4.88 out of 5 average rating, 122 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.

Condo in Chatham

Steps to Private Beach in Chatham

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.

Condo in Chatham

Walk to beach! Chatham Luxury near downtown, CBI!