Holiday rentals with a fire pit in Chatham

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

4.89 out of 5 average rating, 117 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 and Family Friendly-Cozy nautical decor. Located .2 miles from the beaches in South Yarmouth. Guests enjoy returning to "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, and arcades.

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.

4.92 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 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed

Guest suite in South Yarmouth

A comfortable living area is present, featuring two armchairs and a sofa. Natural light floods the space through multiple windows. A small coffee table sits on a striped rug, with a subtle view of the kitchen area in the background.

4.97 out of 5 average rating, 214 reviews

Relaxing and Cozy Cape Cod Gem

1 bedroom apartment is located across from Bass River Golf Course, and central to beaches, walking trails, Cape Cod Rail trail, kayaking, and wonderful restaurants. This former in-law-apartment, is attached to our home. We want to assure you that our apartment is thoroughly cleaned and then sanitized to help protect our guests. Maximum occupancy is 2 ( exceptions discussed with host) **If only 2 nights are open on my calendar in the summer months, please inquire for availability to book.

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!

5 out of 5 average rating, 223 reviews

A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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.

4.95 out of 5 average rating, 302 reviews

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.

4.99 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.

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.

4.96 out of 5 average rating, 101 reviews

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, 219 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.

4.91 out of 5 average rating, 159 reviews

The cozy living room features wooden walls and a cathedral ceiling with exposed beams. A plush sofa and a rocking chair are positioned near a large window, providing natural light. A mounted fish hangs above, while a television is placed across from the seating area.

Cottage in Harwich Port

"Coaster" Village Location!

Sweet Cottage just a 1/2 mile to Bank Street Beach and only a block from Main Street. Lovely gardens and landscaping makes it a wonderful retreat setting. Summer months July to August 15 are at least 1 week rentals Saturday to Saturday ,August 15 to end of August 3 night stays or if there is availability as the time gets nearer. Off season, 2 to 3 night stay minimum, I provide linens, coffee and towels for short term rentals. Cottage sleeps 3 adults nicely, 4 if 2 children.

Popular amenities for Chatham Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

The main living area features white slipcovered sofas surrounding a central coffee table, with a cozy electric fireplace situated beneath a wall-mounted smart TV. Large windows provide ample natural light and a view of the outdoor space, enhancing the room's bright ambiance.

5 out of 5 average rating, 49 reviews

Downtown Chatham Home w/ Patio - Near Oyster Pond

4.93 out of 5 average rating, 113 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

5 out of 5 average rating, 19 reviews

A cozy exterior view of the house features a gravel driveway leading up to a classic Cape Cod cottage. Lush green lawns are complemented by well-maintained gardens and tall trees. The house is set back from the street, with a spacious fenced-in yard enhancing privacy.

Home in Dennis Port

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

4.98 out of 5 average rating, 64 reviews

Thinking of Summer Already? - Book Now Summer '26

4.93 out of 5 average rating, 54 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

4.93 out of 5 average rating, 159 reviews

The living room features a neutral color palette with cozy seating arrangements, including a large gray sectional and a wicker chair. A flat-screen TV is mounted above a bright white fireplace. A coffee table sits at the center, surrounded by soft area rugs, with natural light streaming through a nearby window.

Home in South Yarmouth

Cape Cottage✦Walk to Beaches✦Large Fenced Yard

4.87 out of 5 average rating, 227 reviews

A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.

Home in Brewster

Water Front Pond House - 3 acre Cape Cod Sanctuary

A sun-filled living room features large windows allowing natural light to illuminate the space. Two rocking chairs are positioned beside a comfortable sofa. A wooden coffee table sits at the center, with a media console and wall-mounted TV offering entertainment options.

4.96 out of 5 average rating, 28 reviews

Close to Beach Renovated Dog Friendly Cape Cottage

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

4.97 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, 118 reviews

A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.

Apartment in Edgartown

Stylish retreat | walk to town | fire pit

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

4.91 out of 5 average rating, 11 reviews

The exterior of a charming unit is displayed, featuring a wooden shingled facade and a welcoming entrance with a glass-paneled door. Two blue chairs are positioned outside, surrounded by natural landscaping and a clear view of the forested area beyond.

Apartment in Chatham

Chatham Studio- short walk to beach

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

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.

4.56 out of 5 average rating, 9 reviews

Premiere Waterfront Cabin 1 BR with sleeping porch

Superhost

A cabin with a light green exterior is framed by lush trees. Four adirondack chairs surround a stone fire pit set on a grassy area. A charcoal grill is positioned nearby, and a spacious deck is visible at the rear of the cabin.

Cabin in Falmouth

Cape Cabin, Pools, Hot Tub, Beach, Game RM, & More

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

4.69 out of 5 average rating, 52 reviews

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

4.82 out of 5 average rating, 34 reviews

The exterior of The Flamingo House is shown, featuring a pale yellow facade with large windows and a sloped roof. The structure is situated by the water's edge, with reflections visible on the calm surface. Surrounding greenery offers a natural backdrop.

Cabin in Onset

The Flamingo House @ OBC Beach Resort and Habitat

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

Cabin in Falmouth

New place to stay

Relaxing Retreat in Falmouth

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.