Holiday rentals with a fire pit in Orleans

4.98 out of 5 average rating, 112 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 cottage beach Wychmere < 4 min Central AC

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

4.83 out of 5 average rating, 197 reviews

The exterior of The Drake Cottage is surrounded by lush greenery and a well-landscaped yard. The charming two-story structure features a mix of wood and stone siding, complemented by a gravel driveway leading to the entrance. Natural stones and native plants are arranged in the gardens.

Home in Brewster

The Drake Cottage - Brewster Beach Getaway

Experience quintessential Cape Cod in The Drake Cottage located right on 6A in Brewster, Ma. The Drake Cottage is conveniently situated within a mile of Drummer Boy Park, The Cape Museum of Natural History, Paines Creek Beach and a 9 min drive from Oceans Edge. The cottage offers an expansive private back yard with an acre of land. Enjoy a newly extended patio complete with fire pit, 10 person picnic table and BBQ grill. Our newly updated interior provides our guests with many modern amenities.

4.9 out of 5 average rating, 101 reviews

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.

Home in North Eastham

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.

4.92 out of 5 average rating, 152 reviews

A charming two-story home is nestled among the trees, featuring a gray exterior and a welcoming red front door. Lush green shrubbery and blooming flowers are visible near the entrance, enhancing the natural setting.

Home in Brewster

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, Roku TV Wooded yard - gas fire table, grill Ping Pong - (in unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

4.92 out of 5 average rating, 270 reviews

A charming cottage exterior is framed by blooming cherry blossom trees. A light-colored deck features a small café table with chairs, surrounded by various potted flowers. Large windows allow natural light to fill the interior, enhancing the welcoming ambiance of the outdoor space.

Guesthouse in Brewster

Charming Antique Cape Cod Cottage

Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!

4.93 out of 5 average rating, 114 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!

4.95 out of 5 average rating, 303 reviews

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

Home in Chatham

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

4.9 out of 5 average rating, 188 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.

4.99 out of 5 average rating, 634 reviews

A spacious backyard features a well-maintained lawn, surrounded by lush greenery. A wooden deck with seating overlooks the area, complemented by colorful flower pots. A hammock is nestled between trees, inviting relaxation. Comfortable chairs are arranged for outdoor enjoyment.

Guest suite in Harwich

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten 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.

4.96 out of 5 average rating, 101 reviews

A charming beach house with shingle-style siding is displayed, set within a landscaped yard. Two large bushes frame the entryway, and the building features multiple rooflines and skylights. A brick pathway leads to the front door, with trees providing partial shade in the foreground.

Home in Chatham

Beachfront Charmer! Newly Renovated.

Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

4.96 out of 5 average rating, 220 reviews

A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.

Home in Dennis Port

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

4.95 out of 5 average rating, 172 reviews

The bathroom features a freestanding white soaking tub with a wooden shelf holding toiletries and a glass of wine. A textured blue throw is draped over the side, and a light blue mat with the word 'PEACH' adds a touch of color.

Apartment in Brewster

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.

Popular amenities for Orleans Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

4.93 out of 5 average rating, 100 reviews

A charming path leads to the entrance of a house, framed by a white picket fence and lush greenery. Flowering plants line the walkway, which is paved with bricks and gravel. Solar panels are visible on the roof, complementing the natural surroundings.

Home in Mashpee Neck

Cozy garden retreat close to it all! Pet friendly

4.93 out of 5 average rating, 147 reviews

The living area features wooden cathedral ceilings and a cozy seating arrangement with two grey sofas, adorned with colorful pillows. A wooden coffee table is centered on a patterned rug, with a fully equipped kitchen visible in the background.

Home in Brewster

Shop, Swim, Hike, Bike in Historic Brewster

4.97 out of 5 average rating, 33 reviews

An outdoor seating area features a circular table surrounded by eight cushioned chairs, providing a comfortable space for gatherings. A shaded umbrella offers protection from the sun, and a stylish fire pit is centrally located on a patterned outdoor rug.

Home in Eastham

Stunning Cape Cod Escape

4.92 out of 5 average rating, 410 reviews

The living area features a cozy arrangement of blue sofas surrounding a coffee table, with artwork on the walls and soft lighting. A fire pit shines brightly in the backyard, where guests gather under string lights, creating a welcoming atmosphere. A spacious bedroom includes a neatly made bed with beach-themed decor and a fan overhead. A storage area displays bicycles, demonstrating available amenities for outdoor activities.

Home in Dennis Port

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

4.92 out of 5 average rating, 205 reviews

A single-story home is positioned on a large corner lot, surrounded by a well-maintained lawn. A covered front porch enhances the entrance, while landscaping features add visual interest. The semi-private driveway leads to a spacious backyard with trees in the distance.

Home in Dennis Port

SUMMERS OFF CAPE HOUSE

Superhost

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.

Home in Orleans

4.85 out of 5 average rating, 41 reviews

Private beach

4.98 out of 5 average rating, 64 reviews

Home in Chatham

Thinking of Summer Already? - Book Now Summer '26

4.99 out of 5 average rating, 144 reviews

A single-story ranch-style house is situated on a well-kept lawn, flanked by two evergreen shrubs. A front porch with steps leads to the entrance, and a brick chimney is visible on the left side of the home. The surrounding area features a mix of trees and shrubs.

Home in East Dennis

Classic Cape Ranch on Quiet Cul-De-Sac

Apartment rentals with a fire pit

4.93 out of 5 average rating, 212 reviews

Apartment in Eastham

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

4.95 out of 5 average rating, 19 reviews

A charming exterior showcases a single-story unit with cedar shingle siding and light blue shutters. The entryway features a glass-paneled door, framed by bright windows. Two white adirondack chairs sit on a sandy area, surrounded by trees and a wooden fence.

Apartment in Chatham

Chatham Studio- short walk to beach

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

4.8 out of 5 average rating, 172 reviews

A well-equipped kitchen and dining space features an antique dining table with four wooden chairs. Windows dressed with sheer curtains allow natural light to illuminate the area. A rug adds warmth to the hardwood floor, with a Smart TV mounted on the wall.

Apartment in Wellfleet

3A Boulevard

4.9 out of 5 average rating, 119 reviews

A bright living room features a comfortable sofa adorned with colorful cushions. A round wooden table sits nearby, holding decorative items. Natural light filters through a window adorned with a woven shade, complementing the artwork of sailboats on the white shiplap walls.

Apartment in Dennis

2 BD Suite Mayflower Beach & Dennis Village

5 out of 5 average rating, 105 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.

Apartment in Sandwich

Cozy Large Private Pet Friendly Studio

4.95 out of 5 average rating, 138 reviews

A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.

Apartment in Dennis Port

Apartment suite|Firepit|Private Deck|Pond Access

Apartment in Provincetown

A bright and airy bedroom features a spacious bed adorned with a dark throw. A sleek kitchen area is visible in the background, with large windows allowing natural light to fill the room. Artwork is displayed on the walls, adding colorful accents to the space.

5 out of 5 average rating, 18 reviews

Renovated, Luxury Downtown Loft in Monument Park

Cabin rentals with a fire pit

A cabin with blue siding is positioned near the pond, featuring a wooden door with an accessible entry. A charcoal grill is available beside the gravel pathway, leading to a fire pit surrounded by stones. Various boats can be seen anchored nearby.

Premiere Waterfront Cabin 1 BR with sleeping porch

4.69 out of 5 average rating, 52 reviews

New place to stay

Perfect Family retreat with lake views-Beach +pool

Superhost

The exterior of a cottage is shown, featuring a shingled facade and white trim. A small porch area with a light fixture is visible. The surrounding greenery includes shrubs and trees, while two white lounge chairs are positioned on the adjacent patio.

Cabin in South Yarmouth

McCormick Cottages – Studio Cottage

A cozy cabin exterior is shown, featuring large windows that allow natural light to fill the space. A white golf cart is parked in front, and a gravel driveway leads to wooden steps. Surrounding trees provide ample shade and greenery.

5 out of 5 average rating, 8 reviews

The Nascimento’s Cape Retreat @Peters Pond Resort

Two cozy cabins are depicted in a wooded setting, each featuring a covered porch with steps leading to the ground. The cabins are surrounded by pine needles and trees, providing a natural atmosphere and privacy for guests.

4.69 out of 5 average rating, 13 reviews

Cozy Cape Cod Cabin | Pond, Pool & Pet-Friendly

The exterior of a light blue cottage is featured, showcasing a ramp leading to the entryway. A golf cart is parked in front, positioned on a gravel driveway surrounded by greenery. Large windows display a welcoming interior, and a flag is hung near the entrance.

4.67 out of 5 average rating, 3 reviews

Cottage

Cozy Cabin at Peter’s Pond