Holiday rentals with outdoor seating in Dennis

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

Cottage in South Yarmouth

A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.

5 out of 5 average rating, 241 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

4.96 out of 5 average rating, 141 reviews

Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.

Cottage in South Dennis

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

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.

4.97 out of 5 average rating, 131 reviews

An open living area showcases a cozy seating arrangement with a light-colored couch facing a wall-mounted 4k OLED TV. A round wooden coffee table sits in the center, surrounded by a vibrant flower arrangement. Bright natural light filters through, creating a welcoming space.

Flat in Hyannis

Ensign Suite | Nantucket Boat | Hyannis + Parking

This is a fully-furnished Apartment (En-Suite) located at 63 Pleasant Street. This apartment features a living room area (with 4k OLED TV), bedroom w/ extra long queen bed, a pull out murphy bed, and a pull out couch bed. Kitchen: coffee maker, stove, dishwasher, etc. Single bathroom. This unit is found in a neighborhood called 'Ship Captains Row" which is located in walking distance from both Main St, Hyannis as well as Hyannis Harbor. We also have on site parking for at least 2 cars.

4.98 out of 5 average rating, 279 reviews

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

Tiny home in South Yarmouth

A charming cottage is surrounded by lush green trees and shrubs, set within a spacious yard. A gravel pathway leads to the entrance, while a wooden fence provides privacy. Flower boxes add a touch of color to the exterior near the windows.

4.89 out of 5 average rating, 639 reviews

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

4.95 out of 5 average rating, 396 reviews

A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.

Cottage in Harwich Port

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

4.95 out of 5 average rating, 130 reviews

An aerial view captures a serene pond surrounded by lush greenery. Clear blue water reflects the sky, while sandy areas and aquatic plants line the edges. The tranquil environment suggests opportunities for relaxation and connection with nature.

Guest house 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.

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.

4.96 out of 5 average rating, 219 reviews

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.

4.93 out of 5 average rating, 318 reviews

The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.

Home in East Dennis

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

5 out of 5 average rating, 120 reviews

The cottage's exterior features a welcoming entrance with a white door and blue shutters. A well-maintained lawn stretches in front, bordered by a gravel path. Two Adirondack chairs are positioned on the lawn, inviting relaxation under the clear blue sky.

Cottage in Dennis Port

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport

Explore Cape Cod from a Beautiful Cottage in Dennisport Village Freshly updated and sunny! This cozy cottage exudes coastal charm. It has a large yard perfect for the kids to play & located just .2 miles to Glendon Beach on Nantucket Sound. It’s a great place to get away for a Cape Cod vacation: central AC, fenced-in backyard with a Weber gas Grill & fire-pit, quintessential outdoor shower, WiFi, Smart TV’s, updated kitchen including a dishwasher, washer & dryer.

Popular amenities for outdoor seating rentals in Dennis

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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.

4.92 out of 5 average rating, 410 reviews

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

4.95 out of 5 average rating, 239 reviews

A spacious bed is centered against a light grey wall, featuring a wooden headboard. Colorful coral-patterned pillows add a subtle touch. Two bedside tables with lamps sit on either side, creating a balanced and calming atmosphere.

Home in Mattapoisett

*The Cozy Escape* | Historic South Coast Retreat

A charming Cape Cod cottage is shown featuring dark wooden shingles and bright blue shutters. The front porch is adorned with a screen door, and surrounded by landscaped shrubs and a stone pathway leading to the entrance, inviting guests into a cozy retreat.

4.85 out of 5 average rating, 146 reviews

Cozy Centrally Located 3BR Cottage

4.97 out of 5 average rating, 121 reviews

A well-appointed bedroom features a spacious bed with light grey bedding and decorative pillows. Two modern lamps sit on either side of the bed, and artwork depicting a beach scene adorns the wall above. Soft light filters through partially drawn blinds.

Home in West Dennis

Sunny, bright 4b/3ba Cape Cod house, near it all!

4.97 out of 5 average rating, 141 reviews

An open living space features vaulted ceilings and large windows, allowing natural light to fill the room. A blue sofa is positioned alongside a wooden coffee table on a decorative rug. A dining area with chairs is visible, with a kitchen area in the background.

Home in West Dennis

Cape Cod Gathering Place-Stylish & Fully Renovated

4.91 out of 5 average rating, 158 reviews

A bright sunroom features large windows that allow natural light to fill the space. Comfortable seating is arranged, including a gray sofa and a patterned armchair. A circular glass coffee table sits in the center. Decorative accents, such as throw pillows and a plant, add a cozy touch.

Home in West Yarmouth

Two Sisters’ Cape Escape (Sunroom,Large Deck, A/C)

4.99 out of 5 average rating, 201 reviews

An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.

Home in Brewster

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

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

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.

Flat in Brewster

Songbird Studio- Secluded but close to everything!

4.99 out of 5 average rating, 140 reviews

A modern kitchen is showcased, featuring navy blue cabinetry and wooden countertops. Equipped with a stainless steel refrigerator, oven, and a farmhouse sink, the space includes a toaster and coffee maker. Shelves display dishware, while bright light enhances the welcoming atmosphere.

Flat in Mattapoisett

Brand new! Whole apartment, huge tub, full kitchen

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.

Flat in Barnstable

Spacious & bright, near beaches

4.87 out of 5 average rating, 165 reviews

Flat in Dennis

Peace By The Bay

4.93 out of 5 average rating, 140 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

4.98 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.

Flat in Wellfleet

Rock on Wellfleet!

4.95 out of 5 average rating, 315 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

4.95 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.

Flat in Dennis Port

Apartment suite|Firepit|Private Deck|Pond Access

Apartment rentals with outdoor seating

Superhost

A serene waterfront view showcases a calm pond surrounded by trees in autumn colors. An inviting sandy beach area features bright blue adirondack chairs and a kayak resting on the shore, reflecting a peaceful outdoor setting.

Apartment in Plymouth

4.76 out of 5 average rating, 159 reviews

Clear Pond Pet Friendly Inn

4.97 out of 5 average rating, 197 reviews

A welcoming entryway is observed, featuring a rustic 'WELCOME' sign on the wall. Light wood flooring extends into a cozy living and dining space, illuminated by natural light. A dining table is visible in the background, surrounded by comfortable chairs.

Apartment in Brewster

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

4.87 out of 5 average rating, 119 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

Steps to Private Beach in Chatham

4.96 out of 5 average rating, 95 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

4.89 out of 5 average rating, 106 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!

Superhost

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

4.87 out of 5 average rating, 137 reviews

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

The Sea Salt Studio - Steps to the Beach!