House holiday rentals in Dennis

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 well-appointed bedroom features a spacious bed with crisp white linens and decorative pillows. A unique lamp hangs from a rope above a small side table. Natural light streams in through a window adorned with bamboo shades, complemented by navy blue curtains and a touch of greenery.

4.96 out of 5 average rating, 118 reviews

Modern Beach & Pond Getaway | Heart of Cape Cod

Your perfect Cape Cod escape awaits! Coastal chic home base w/ king bed & AC near all Cape Cod has to offer. <8 min to pristine beaches, endless local shopping, entertainment & dining. Short walk to Wings Grove Beach to fish, kayak or swim in serene Long Pond - perfect for kids! Take in nature while biking the Cape Cod rail trail (4 min away) & ride all the way to the outer cape! BBQ, enjoy the firepit, fenced in yard, and outdoor shower. On cool nights, cozy up next to the indoor gas fireplace.

4.9 out of 5 average rating, 195 reviews

A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.

Home in Hyannis Port

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

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

You'll love the Cape Cod charm, open floor plan and high ceilings, and the location of our home. Families, friends, girls' getaway, golf weekend. A short walk to West Dennis Beach and next door to our sister property, 'Cape Cod Charm with Modern Style.'. Dennis has it all! Cape Cod Rail Trail, golf, yoga, movies, beaches and charter fishing, and fabulous local restaurants. Dennisport and Harwichport shops are within a few miles & Chatham is a 15 min drive. Wellfleet/P-Town just a 45 min drive.

The exterior of a charming two-story home is presented, featuring a sloped roof and light blue shutters. Well-maintained greenery surrounds the entrance, which is framed by a modest walkway and bordered by vibrant hydrangeas. A fenced yard offers a sense of privacy.

4.96 out of 5 average rating, 194 reviews

4 Minute Walk to Beach, Cape Cod Serenity

Located on a quiet corner with lots of privacy, 2 full baths, 4 bedrooms, outdoor shower, and a quick stroll to the beach. Activities, great restaurants and shopping are moments away! Fully equipped kitchen, linens included, outdoor seating, a grill and beach accessories will make your trip great. 1 full bath down with two bedrooms, 1 full bath up with two bedrooms. AC/Heating units installed to make your stay more enjoyable! June, July and Aug are 7 day stays w/ Friday as arrival day!

A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.

4.94 out of 5 average rating, 254 reviews

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✅ Direct lake access = natural cold plunge Follow with hot tub recovery! ✅Waterfront hot tub for 6 -Open year round ✅Fully kitchen w/Carrera marble counters ✅Large waterfront dining rm ✅Gas Fireplace in living rm ✅Level backyard to lake ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs / beach chairs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Pet fee $30/day ✅W/D Locally managed

4.99 out of 5 average rating, 132 reviews

The light-filled living room features a spacious leather tufted couch positioned around a central ottoman. A flat-screen television is mounted on the wall above a cozy brick fireplace. Large windows allow natural light to brighten the room, with a glimpse of greenery visible outside.

Home in Yarmouth Port

Historic Cape Retreat near Bike & Botanical Trail

Enjoy this recently renovated historic home tastefully decorated in true Cape Cod fashion. This charming home is conveniently located just 0.6 miles to the bike trail, 1 mile to walking trails and 3 miles to Gray's Beach! Inside, you are greeted with a light filled living room. Walk upstairs to two bedrooms and a full bathroom. Enjoy the open kitchen that flows right into the dining room! Relax in the master bedroom and bathroom which is located on the other side of the house for privacy.

4.92 out of 5 average rating, 106 reviews

The exterior of a charming cottage is visible, featuring natural cedar shingles and a welcoming porch. Lush flower beds, including vibrant blue hydrangeas, frame the entrance, while a white picket fence adds to the quaint appeal. A well-maintained lawn enhances the home's inviting presence.

Home in Brewster

Antique Cape Home With Modern Conveniences

The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

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, 218 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.

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.

4.93 out of 5 average rating, 318 reviews

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.

Superhost

Home in West Dennis

4.8 out of 5 average rating, 181 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Enjoy the perfect Cape Cod getaway in this spacious, updated home! Walk or bike to West Dennis Beach or South Village Beach and stroll to Cuffy’s World for shopping. Relax in the private backyard with outdoor dining, lounge seating, and a grill. Close to 16 public beaches, golf, mini golf, arcades, a water park, the Cape Cod Rail Trail, shopping, and ice cream — perfect for families and groups!

An outdoor dining setting features a table with a plate of salad and wine glasses, accompanied by a bottle of white wine. In the background, a charming shed displays ‘Cape Away’ signage, surrounded by well-maintained greenery and a cozy lounge area.

5 out of 5 average rating, 181 reviews

Relax in Comfort w/ King Beds, Sauna, Coffee Bar

Cape Away is a cozy, family & pet friendly retreat in the charming Mid-Cape region. Start your mornings with coffee in the fully stocked kitchen, hit up nearby beaches, then unwind in the sauna, outdoor shower, or by the fire. With games, private fenced backyard, shed bar and fast WiFi, you’re 5–10 minutes from top restaurants and beaches. Book now and make your Cape Cod memories here.

Popular amenities for Dennis house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 33 reviews

An aerial view showcases a tranquil swimming pool surrounded by a spacious lawn. Adjacent seating areas, including sun loungers and a fire pit with chairs, are positioned within the private fenced yard. Lush greenery and garden beds enhance the outdoor space.

Home in Harwich Center

Harwich Haven: Pool & Fire Pit

5 out of 5 average rating, 18 reviews

Hot Tub, Game Room, near mayflower beach

Superhost

An inviting outdoor space is depicted, featuring a spacious in-ground pool surrounded by lounge chairs. String lights are strung across the pool area, illuminating the backyard. A pool house and umbrellas provide additional amenities, while the home's facade is visible in the background.

Home in Barnstable

4.76 out of 5 average rating, 33 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

4.99 out of 5 average rating, 90 reviews

A spacious backyard features a circular fire pit surrounded by Adirondack chairs in various colors. In the distance, an inviting in-ground pool is visible, complemented by lush greenery and trees lining the property, creating a serene outdoor setting.

Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

A dining area features a large wooden table surrounded by eight chairs, positioned on a soft area rug. Natural light filters through the sliding glass doors, enhancing the space that opens to the kitchen, which is equipped with modern appliances and ample cabinetry.

4.85 out of 5 average rating, 13 reviews

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

4.93 out of 5 average rating, 61 reviews

The exterior of a multi-level home is shown, featuring large windows and a wrap-around deck. A screened porch is visible on the lower level, while manicured grass surrounds the structure. The sky is clear, providing ample natural light to the setting.

Home in Dennis

Cape Cod Lakefront Home

4.83 out of 5 average rating, 356 reviews

A hot tub emits a soothing green glow, surrounded by softly illuminated string lights. The tranquil outdoor setting features trees in the background and hints of nearby greenery, creating a relaxing atmosphere for evening enjoyment.

Home in Plymouth

Historic 1 Bed/In Town/Best Location/Hot tub/deck

4.9 out of 5 average rating, 146 reviews

A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.

Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

Weekly house rentals

The exterior of a cottage is presented, featuring a welcoming front porch with a gabled roof. Pebbled white gravel surrounds the home, and flower beds with colorful blooms enhance the entrance. Soft sunlight illuminates the traditional shingle siding, with a flag displayed on the property.

5 out of 5 average rating, 7 reviews

New! Beach Cottage| 3 min walk to Beach| Pet Ok

An outdoor seating area is covered by a gazebo, featuring plush blue cushions on woven furniture. A fire pit table sits at the center, with flames providing warmth. Beyond the seating, a fenced-in lawn creates a private retreat, complemented by a storage shed.

4.96 out of 5 average rating, 28 reviews

3-min walk to BEACH! Private luxury Backyard!

A fire pit area features six sturdy blue Adirondack chairs arranged around a circular stone fire pit, overlooking a serene waterfront view. Lush greenery surrounds the area, with the calm water of Long Pond visible in the background.

5 out of 5 average rating, 72 reviews

Sunburst Cottage on Long Pond

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.

5 out of 5 average rating, 16 reviews

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

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!

This newly renovated kitchen features an open-concept layout with bright green walls and ample natural light. A spacious kitchen island with seating for four is complemented by stainless steel appliances and white cabinetry. Access to the outdoor area is available through the door on the right.

4.94 out of 5 average rating, 16 reviews

~2mi. to Mayflower/Bayside Beaches, BIG Yard

5 out of 5 average rating, 27 reviews

The exterior of the home is surrounded by lush greenery and flowering plants, including vibrant roses and colorful azaleas. A spacious screened porch is visible above the flourishing garden. The manicured lawn adds to the inviting setting of this family beach home.

Home in Plymouth

Ocean view home on Cape Cod Bay

5 out of 5 average rating, 14 reviews

A spacious beach cottage is nestled amidst lush green marshland, featuring a light-colored exterior. The surrounding area is adorned with tall grasses and shrubs, creating a tranquil setting. Large windows reflect the natural surroundings, offering a serene view of the landscape.

Home in Dennis

Peaceful home near Mayflower beach w/ 3 full baths

Private house rentals

A circular fire pit area is surrounded by five gray Adirondack chairs placed on gravel. Soft lighting is provided by string lights overhead and ground lighting illuminates the garden, creating a warm ambiance. A fenced backyard adds privacy to the outdoor space.

5 out of 5 average rating, 25 reviews

Villa Costa

4.97 out of 5 average rating, 90 reviews

A circular seating area features five blue Adirondack chairs arranged around a stone fire pit. In the background, a colorful mural reading 'Cape Cod' adds a vibrant touch against a backdrop of green trees and a wooden fence.

Home in South Dennis

Modern Cape Home near Beaches,Firepit, EV Friendly

5 out of 5 average rating, 9 reviews

A bright living area features vaulted ceilings with skylights, enhancing natural light throughout the space. A comfortable couch and modern armchair are positioned around a rustic coffee table. A dining area with seating and views of the pond can be seen through large glass doors.

Home in Brewster

The Pond House - Brewster

The cozy living room features wooden paneling, a large window allowing natural light, and a comfortable seating arrangement. A modern white coffee table sits in the center, while a fireplace adds warmth to the space. Decorative artwork is displayed on the walls.

4.96 out of 5 average rating, 26 reviews

Sea Cottage - Dennis Port

A charming cottage is set amidst a landscaped yard, featuring a gray shingle exterior and bright red shutters. A front porch welcomes visitors, complemented by a decorative wreath on the door. A wooden fence surrounds the property, enhancing its inviting coastal appeal.

5 out of 5 average rating, 17 reviews

Nauti Pine Cottage (Nautical/Knotty) | Dennisport

5 out of 5 average rating, 29 reviews

A charming house is set on a well-maintained grassy area, featuring white siding and a gray shingled roof. Lush green landscaping surrounds the entrance, with a flowerbed outlining a stone pathway leading to the door. Sunlight bathes the scene, highlighting the inviting atmosphere.

Home in Harwich Port

Beautiful Home Near the Ocean.

5 out of 5 average rating, 15 reviews

The exterior of the home is surrounded by lush greenery and well-maintained shrubs, creating a welcoming curb appeal. A distinct star decorates the front, complementing the red shutters and inviting front door. A gravel pathway leads to the entrance, enhancing the warmth of this coastal retreat.

Home in Yarmouth Port

Entire Home - Close To Mayflower & Grays Beach!