Holiday rentals with a patio in Orleans

4.98 out of 5 average rating, 111 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich Port

Spacious Modern Cottage, beach& Wychmere <1.4mile

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

A spacious yard is framed by lush trees, featuring a stone patio with white outdoor chairs surrounding a fire pit. The historic farmhouse is visible in the background, complemented by a sunny patio area with umbrellas for shade.

5 out of 5 average rating, 31 reviews

Spacious home_Fenced-in yard_Pets considered

Spacious historic farmhouse, centrally located in beautiful Orleans; close to Main St shops, restaurants, bike trail & the Academy Playhouse, while also a short 5 minute drive to Nauset and Skaket (ocean & bayside) beaches. Wander back to yesteryear with stunning wide pine floors and cast iron latch door handles while enjoying the modern amenities of the fully equipped kitchen, AC and Smart TVs. 1stfloor king bedroom ensuite bathroom.4 bedrooms upstairs w/2 full BAs.Linens incl. Towels extra fee

4.95 out of 5 average rating, 19 reviews

The cottage is nestled among greenery, featuring a large deck with a blue umbrella and planters. Surrounding hydrangeas add a touch of color to the landscape. A pathway leads to the entrance, showcasing a typical Cape Cod design.

Cottage in Orleans

Joy Cottage: a/c, EV charger, outdoor shower

Welcome to Joy Cottage! Our Cozy Cape Cod cottage is tucked away in the woods, within walking distance to Bakers Pond in Orleans, MA, Nickerson State Park, 4.5 miles from Nauset Beach, 2 miles from Skaket Beach and minutes to Main St. Orleans. Features: EV charger, large deck, roomy outdoor shower, private backyard, full kitchen, dining area, two wall mounted AC units, private laundry, beach supplies. Please be advised that there is a spiral staircase which might not be suitable for some guests.

An aerial view showcases a large estate set against a tranquil bay. The property features a sprawling lawn, with a red building juxtaposed against a neighboring white house and lush trees. The calm waters reflect the clear blue sky, enhancing the serene ambiance of the area.

4.85 out of 5 average rating, 41 reviews

Private beach

Welcome to The Lookout at Pleasant Bay! This enchanting 2.5-acre property offers access to a private beach. Enjoy a beautiful flagstone patio with a pergola and a cozy fire pit for evenings under the stars. Inside, a unique 100-foot tower serves as a bunkhouse and game room, perfect for gatherings. The property blends the charm of "Ye Olde Cape Cod" with modern comforts like air conditioning and smart TVs. Experience the perfect mix of natural beauty and contemporary living at The Lookout!

5 out of 5 average rating, 28 reviews

An aerial view captures a cottage nestled among vibrant green trees, showcasing the surrounding natural landscape. A glimpse of the ocean is visible in the distance. The cottage features a deck facing the woods, providing a serene and secluded ambiance.

Home in East Orleans

Peaceful Nauset Beach Sanctuary

Imagine driving down a quiet private dirt road behind one of the nicest beaches on Cape Cod. Enter the property through a gate and walkway and you’re in your own private sanctuary. The cottage feels like a treehouse looking onto the tidal marsh behind Nauset Beach. Inside you will feel the vibes of a nostalgic cape cod cottage with modern amenities and style. Chill out on the deck. Take a 10 minute walk to a private section of Nauset Beach or drive to our free association Nauset parking lot.

4.98 out of 5 average rating, 211 reviews

A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.

Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

4.93 out of 5 average rating, 110 reviews

A spacious outdoor area features a circular arrangement of colorful chairs, including blue, red, and green options. The inviting lawn is framed by trees, with a large glassed-in porch visible in the background, providing a seamless connection to the natural surroundings.

Home in Harwich Port

Stunning Home in Harwich Port

Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

4.89 out of 5 average rating, 116 reviews

A well-maintained garden features colorful flowers, including red poppies and purple lavender, set against a stone retaining wall. The cottage, visible in the background, includes a vibrant orange awning and an American flag flying above, surrounded by lush greenery.

Home in South Yarmouth

Cheerful, renovated 2 bdrm-block to beach. Dog ok.

ARTIST and AUTHOR'S Cape Cottage! Dog Friendly-Freshly decorated Introductory Rates! Located .2 miles from the beaches in South Yarmouth. Be among the first to enjoy "My Two Cents" aka "Poppie's Place"- a quintessential, cheerfully remodeled home surrounded by hydrangeas, roses, and colorful perennials. Tucked off Seaview Avenue on a private lane you will enjoy easy access to several beaches, shops, Captain Parker's, Skipper’s and other great restaurants, Pirate's Cove mini golf, museums.

A charming antique Cape Cod home is framed by a white picket fence and surrounded by lush greenery. The exterior features a gray wood shingle facade and multiple windows. Two red adirondack chairs are positioned on the front porch, inviting relaxation amidst the serene garden.

4.95 out of 5 average rating, 42 reviews

1850 Orleans Antique Home with Path to Arey’s Pond

Make memories at this private family and pet-friendly 3 BR Orleans antique Cape Cod home with access to Arey’s Pond. Kayak and paddle-board directly to Little Pleasant Bay and beyond. The property was once home to the town tavern on Old County Road en route to Orleans. Enjoy the wrap-around 3 season porch. Antique home with bath and other renovations that were recently completed. We want to share this unique property with those who appreciate the history. Please ask questions!

4.89 out of 5 average rating, 102 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!

Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham links golf & downtown! Luxury 2 bedroom, 2 bath condo with full kitchen & cookware. Quiet, comfy space centrally located. Peaceful, relaxing private space with large queen bed, daybed w/ pull out trundle, A/C, washer dryer, Wifi & ample parking. Hulu live tv, Netflix, Prime video, HBO max, Disney+. Central to everything! Perfect Cape escape. IG @chatham_searenity

The backyard features an inground pool illuminated at night, surrounded by wooden decking. Nearby, a shed with white shutters enhances the outdoor space, while lush greenery provides a serene backdrop.

4.91 out of 5 average rating, 33 reviews

5-bedroom Cape with a pool and yard games.

Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are available - outdoor ping pong table and corn toss. Short distance to Pleasant Bay, freshwater ponds, and the ocean. Approximately five miles from downtown Chatham and Orleans Center. A variety of local shops, and restaurants, and catch the Cape Cod Baseball under the lights just minutes away. (Our pool is not heated - the opening and closing is weather dependent).

4.92 out of 5 average rating, 26 reviews

A spacious backyard is surrounded by trees and features a well-maintained lawn. The house is visible in the background, with a light-colored exterior and multiple windows. A hammock is suspended between two trees, creating a relaxed outdoor space.

Home in East Orleans

Orleans, MA Luxury Getaway

Enjoy the best the Cape has to offer! Stay at this hidden gem in Orleans, MA. Easy access to Nauset Beach and Little Pleasant Bay. Large, luxurious, and family friendly with a big yard in a quiet neighborhood. Enjoy our gazebo, firepit, outdoor grill, outdoor patio dining, and outdoor shower. Inside, luxuriate in this 4 bed 4 bathroom with a modern kitchen, breakfast nook, dining room, and living room. Washer and dryer included in basement.

Popular amenities for rentals with patio in Orleans

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.98 out of 5 average rating, 54 reviews

A spacious living area features polished wooden flooring, with a cozy seating arrangement including two wicker chairs and a glass-top coffee table. Light streams in from a nearby window, illuminating a full-size refrigerator, induction cooktop, and a stacked washer and dryer in the background.

Flat in North Eastham

Billy & Beth's Bayside Lodging Cape Cod

5 out of 5 average rating, 62 reviews

The studio features a cozy sleeping area with a spacious bed, complemented by a brown leather couch and a decorative coffee table. Two windows allow natural light to fill the room, enhancing the soft neutral tones and views of the surrounding trees.

Flat in Wellfleet

A Reverie by The Sea

5 out of 5 average rating, 4 reviews

Flat in Provincetown

Holly Folly Vibes, Prime Location, King Bed

5 out of 5 average rating, 67 reviews

The Brewster Book Store features a charming two-story structure with a dark shingle exterior. Large windows display colorful ice cream cone designs, creating a welcoming atmosphere. A sign above the entrance indicates the store name, while planters with flowers add a touch of greenery in front.

Flat in Brewster

The Book Nook

5 out of 5 average rating, 33 reviews

A modern kitchen area is presented, featuring white cabinetry and a countertop with seating for three. Natural light enters through multiple windows, illuminating the space. Essential appliances, including a microwave and coffee maker, are arranged neatly, alongside plants placed on shelves adding a touch of greenery.

Flat in Hyannis Port

Newly renovated apartment. Short walk to the beach

4.79 out of 5 average rating, 220 reviews

A spacious studio room features a queen bed with a patterned comforter and a futon. Natural light enters through a window, illuminating a kitchenette with bar stools. Decorative wall art includes aquatic themes, contributing to a relaxed atmosphere.

Flat in South Yarmouth

Cozy clean walk out studio-dogs stay free-fire pit

5 out of 5 average rating, 64 reviews

A landscaped exterior showcases large stones surrounded by colorful hydrangeas and vibrant yellow shrubs. The two-story building in the background features a shingle facade and a balcony, set against a clear blue sky and greenery.

Flat in Eastham

Cozy Cape Cody Escape

5 out of 5 average rating, 25 reviews

A cozy living area features a gray sofa adorned with assorted pillows. A small wooden coffee table is positioned on a textured rug. A large mirror reflects the space, while plantation shutters allow natural light to filtered in from a nearby window.

Flat in Provincetown

Holiday House, Provincetown

House rentals with a patio

A private pool area is highlighted, featuring a rectangular pool surrounded by lounge chairs and umbrellas. Lush greenery and a white fence provide a serene backdrop, while the sun casts a warm glow over the inviting space.

4.9 out of 5 average rating, 31 reviews

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

An outdoor fire pit, surrounded by four white Adirondack chairs, sits on a stone patio. Stone landscaping features greenery and flowering plants in the background, providing a serene setting for gatherings. The flames add warmth to the inviting atmosphere.

5 out of 5 average rating, 21 reviews

Beautifully renovated home, outdoor space, pets ok

4.95 out of 5 average rating, 22 reviews

This charming home features a light-colored exterior with blue shutters and a welcoming door. A manicured lawn surrounds the property, showcasing lush green shrubs and colorful flower beds. Tall trees provide a natural backdrop, creating a peaceful and inviting setting.

Home in Harwich

Charming Cape Cod Retreat–Walk to Long Pond Beach!

4.97 out of 5 average rating, 30 reviews

A three-story beach townhome is elevated on stilts, surrounded by lush greenery and sandy terrain. The exterior features light gray siding and multiple balconies with glass doors, showcasing a spacious structure against a soft sunset backdrop.

Home in West Dennis

Ocean Front Townhouse

A spacious living room features a large blue sectional couch arranged around a central white coffee table. A flat-screen TV is mounted on the wall, and natural light floods in through sliding glass doors that lead to the outdoors. A decorative mirror adds depth to the space.

5 out of 5 average rating, 4 reviews

Family Friendly - Close to the Beach & Wequassett.

The exterior of the cottage is framed by a lush green lawn and manicured shrubbery. A welcoming pink door serves as the focal point. Shade is provided by a large tree in the foreground, enhancing the serene atmosphere of the setting.

5 out of 5 average rating, 83 reviews

Charming Chatham Home! Less than Mile To Beach !

5 out of 5 average rating, 55 reviews

The exterior of a Cape Cod home is shown, featuring natural wood shingles and bright blue shutters. A well-kept front yard includes green grass and shrubs, while a small tree adds a pop of color with its red leaves. A stone pathway leads to the front entrance.

Home in South Dennis

Family Retreat in the Heart of Cape Cod!

4.92 out of 5 average rating, 52 reviews

A spacious kitchen and dining area features a large wooden table surrounded by six upholstered chairs. Natural light streams through expansive windows, highlighting sleek cabinetry and modern appliances. A stone fireplace and contrasting dark countertops add an elegant touch to the open layout.

Home in Harwich

Spacious Luxury Cape House - 5min to Chatham

Apartment rentals with a patio

An outdoor private deck features comfortable seating arrangements, presenting stunning views of the harbor and the Pilgrim Monument. The setting sun casts a warm glow over the rooftops, enhancing the peaceful ambiance of this elevated space.

4.98 out of 5 average rating, 48 reviews

Luxury Waterfront Retreat with Private Deck

5 out of 5 average rating, 50 reviews

An open-concept interior features a dining area with a table and four chairs, leading to a cozy living space with a sofa and television. A staircase is visible, enhancing the airy feel. Large windows allow natural light to illuminate the neutral-toned décor.

Apartment in Chatham

Condo on Lighthouse Beach in Chatham

4.85 out of 5 average rating, 55 reviews

The living room features two comfortable sofas adorned with colorful cushions, situated around a wooden coffee table on a vibrant area rug. Natural light fills the space, highlighting the dining area and fully equipped kitchen visible in the background.

Apartment in Brewster

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

A multi-story beachside condo is depicted with large glass windows and balconies facing the shore. Bright surfboards and stand-up paddleboards are arranged in the foreground, while sand dunes with tall grass complete the coastal setting. The image is softened by the pastel colors of a sunset sky.

5 out of 5 average rating, 19 reviews

1BR on Beach | Water Views + Quiet + Walkable

4.96 out of 5 average rating, 93 reviews

The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.

Apartment in Brewster

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

A cozy sleeping area features a spacious bed adorned with patterned pillows and a soft blanket. Two windows allow abundant natural light, framed by simple shades. Colorful artwork is displayed on the walls, adding a touch of character to the inviting space.

4.98 out of 5 average rating, 89 reviews

Sailor's Den | Full Kitchen & Laundry

A cozy studio is highlighted by a spacious queen bed with decorative pillows and a white coverlet. Framed art featuring sailing imagery adorns the walls. A small sofa is positioned nearby, while a kitchenette and dining area are visible in the background.

4.97 out of 5 average rating, 161 reviews

Downtown Condo with Dedicated Parking