House holiday rentals in Dennis

4.98 out of 5 average rating, 106 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, 117 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.

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, 177 reviews

Relaxing Retreat | King Beds * Sauna * Bar Shed

Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

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.

5 out of 5 average rating, 332 reviews

A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.

Home in West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

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, 213 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.

4.97 out of 5 average rating, 152 reviews

A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.

Home in Chatham

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

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.

A spacious hot tub is featured on a well-lit deck, with ambient blue lighting enhancing the relaxing atmosphere. Surrounding seating includes a propane fire pit and comfortable furniture. Nearby, doors lead into the house, with decorative lights adding to the inviting ambiance.

4.83 out of 5 average rating, 118 reviews

Waterfront, HotTub, PetsOK, Firepit, PoolTable

Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.

A charming two-story property is surrounded by mature trees and manicured hedges, providing a sense of privacy. The exterior features classic siding and multiple windows, allowing for ample natural light. An American flag is displayed on the property, suggesting a welcoming atmosphere.

4.9 out of 5 average rating, 101 reviews

Central Location Near Beach 3 Bed 2 Bath Huge Yard

This property is in a perfect location, providing easy access to both the upper & lower Cape, near numerous restaurants & activities, in a quiet neighborhood & within a short walking distance to some of the Cape's best Nantucket Sound beaches. With Bass River Beach nearby & Windmill Beach even closer, you can enjoy a short walk or take your bike. The kitchen and living room were fully renovated in Spring 2022 and both full bathrooms were gut-renovated in January 2020.

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.

4.97 out of 5 average rating, 120 reviews

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

Bright, airy, well-appointed 4 bed/3 full bath home located in a quiet neighborhood, with quick access to the best of a Cape Cod vacation: the beach, good food, shopping, and nature! You’ll be walking distance to kayaking and great fried clams, and biking distance to the beach and the Cape Cod Rail Trail (don’t miss this!). Ample-sized bedrooms with space for your guests and all the amenities you need. Home away from home! Warm and welcoming!

Superhost

An aerial view captures the house situated on a private beach, alongside the shore. A calm blue water body is visible nearby, with several houses lining the waterfront. Bright umbrellas and chairs are placed on the sand, inviting relaxation near the ocean.

4.88 out of 5 average rating, 180 reviews

7 Bedroom Beach House. Private Beach. Sleeps 19

The house sits directly on our 100 yard private beach, just steps to the ocean. Located at the end of a dead-end road, guests enjoy unmatched privacy and seclusion for relaxation, or *quiet and respectful* social gathering. Perfect for a week-long family reunion in the summer, or long weekend with friends in the off season!

Popular amenities for house rentals in Dennis

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 32 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

Home in East Dennis

Sleeps 12 near beach. Hot tub game room

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

4.81 out of 5 average rating, 31 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

4.85 out of 5 average rating, 13 reviews

Home in East Dennis

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

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.

5 out of 5 average rating, 8 reviews

A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.

Home in Chatham

Heated Pool. Hot Tub. Game Room. Beach Nearby!

4.98 out of 5 average rating, 42 reviews

A spacious heated saltwater pool is surrounded by a large deck featuring colorful lounge chairs and an umbrella. The attractive two-story house stands in the background, framed by lush greenery and trees, creating a peaceful outdoor setting.

Home in Brewster

Modern Cape, Private Salt Water Pool, Beaches-Golf

4.92 out of 5 average rating, 49 reviews

A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.

Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May 15

Weekly house rentals

5 out of 5 average rating, 24 reviews

Villa Costa

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.

4.97 out of 5 average rating, 29 reviews

Ocean Front Townhouse

The living area showcases wood-paneled walls and a spacious white sofa centered on a light area rug. A coffee table sits in front, with a vase of greenery. Natural light enters through a window adorned with sheer curtains, while framed artwork decorates the walls.

4.88 out of 5 average rating, 17 reviews

The Sweet Retreat

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

5 out of 5 average rating, 10 reviews

Gorgeous Home 1 mi to Beach, by Cape Cod Bikepath

5 out of 5 average rating, 9 reviews

Bright Stylish Beach House

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

A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.

5 out of 5 average rating, 72 reviews

Sunset Sabbatical Cape Cod

Private 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

5 out of 5 average rating, 35 reviews

A well-appointed kitchen is showcased, featuring modern gray cabinetry and a central island with two wooden bar stools. Natural light enters through the door and overhead windows, highlighting the vaulted ceiling with exposed wooden beams. Appliances include a refrigerator and a coffee maker.

Home in West Harwich

Romantic little Cape Cod Cottage on Rail Trail

A serene view of a private dock extending into a calm river, surrounded by lush greenery and marshland. A flag gently flutters near the dock, with a shaded area visible in the background. The peaceful landscape invites wildlife observation.

5 out of 5 average rating, 38 reviews

Beautiful Waterfront Home on Swan River!

4.97 out of 5 average rating, 60 reviews

The exterior of a warm, modern cottage is showcased, featuring cedar shake siding and a welcoming entryway. Lush green grass and well-maintained shrubs surround the home, while the patterned brick path leads to a white step entrance bordered by flower beds.

Home in Yarmouth Port

Oct dates open! Cozy Luxe Cape - 5 min to Beach

5 out of 5 average rating, 17 reviews

Large Mid-Cape 5 BR- 3 Bath Home A/C, 2mi to beach

5 out of 5 average rating, 12 reviews

A bright reading room features large windows allowing natural light to fill the space. A comfortable dark blue sofa is adorned with decorative pillows. A white coffee table rests on a large area rug with a subtle coastal design, flanked by two stylish armchairs.

Home in South Dennis

Renovated Cape Cod Retreat near beaches and golf

5 out of 5 average rating, 22 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