Pet-friendly holiday rentals in Dennis

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.

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 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

4.96 out of 5 average rating, 121 reviews

A living room area presents a grey sofa adorned with patterned cushions, accompanied by a woven coffee table. A standing lamp provides light beside a simple side table with decor. The soft, green walls are complemented by dark curtains and framed artwork.

Home in South Yarmouth

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

4.98 out of 5 average rating, 214 reviews

A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.

Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

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.

4.88 out of 5 average rating, 321 reviews

The exterior view presents a two-story condo unit with a stairway leading to the entrance. Lush greenery surrounds the path, while well-maintained shrubs complement the soft landscaping. The balcony above offers additional outdoor space, enhancing the overall appeal of the building.

Condo in Brewster

Shining Sea Condo

Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

4.99 out of 5 average rating, 130 reviews

A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.

Apartment in West Dennis

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

4.78 out of 5 average rating, 188 reviews

The scene features a serene beach with gentle waves lapping against the smooth sand. A clear blue sky is visible, transitioning into light clouds near the horizon, creating a tranquil atmosphere over the expansive water.

Townhouse in Dennis Port

Windfall Townhouse - 1/2 mile to Nantucket Sound

Enjoy a convenient Mid-Cape location, Sea St & Glendon Beach half mile away & walk to 4 seasonal restaurants, Wolfie's bakery, fresh produce stand, mini golf, What's the Scoop ice cream and 2 convenience stores. Comfortable townhouse with ac, outdoor gas grill, deck and secluded fenced-in back yard. The bedrooms & bath are on the 2nd floor. Non smoking, no parties. Dog-friendly up to 30 lb. Weekday check-in after 5 pm; Weekend check-in @ 3 pm.

4.99 out of 5 average rating, 277 reviews

A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.

Apartment in Barnstable

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Guest suite in West Harwich

A cozy living area features a brown sofa set, complemented by a rustic wooden coffee table at its center. A flat-screen TV is positioned on a white stand against the wall, while a rocking chair is visible in the corner. Soft natural lighting illuminates the space.

4.92 out of 5 average rating, 318 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

4.8 out of 5 average rating, 187 reviews

Home in West Dennis

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!

A spacious backyard is highlighted, featuring a deck furnished with seating and an umbrella for shade. A well-maintained lawn surrounds the area, complemented by a fenced perimeter. Various seating arrangements, including Adirondack chairs, are positioned for relaxation in the outdoor space.

4.96 out of 5 average rating, 125 reviews

Cape Escape

Come stay at our cozy Cape Escape. Centrally located in Dennis Port within walking distance of many popular and famous amenities and beaches. Walk to breakfast, the beach, famous hot dog restaurant, BBQ, mini-golf, home made ice cream and more…. Private fenced in yard for family fun with more than adequate parking.

Popular amenities for Dennis pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly 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, 9 reviews

*Walk to Beach, Pet-Friendly Studio w/ AC

5 out of 5 average rating, 17 reviews

The exterior of the cottage features a wrap-around sunroom with large windows, allowing abundant natural light. A gravel pathway leads to the entrance, flanked by a wooden deck and surrounded by lush greenery. A gazebo can be seen in the background, adding to the inviting outdoor space.

Home in Yarmouth Port

Waterfront 3 BR Cottage

4.95 out of 5 average rating, 41 reviews

The exterior of a spacious single-story home is presented, featuring a blend of shingle and wood siding. A covered entryway is framed by greenery, while a stone pathway leads to the front door. Large windows reflect natural light, contributing to the inviting ambiance.

Home in Centerville

Sunny Cape Home, Bike to Beach, Central AC

5 out of 5 average rating, 9 reviews

A spacious dining area features a large white table surrounded by six woven chairs. Natural light floods in from sliding glass doors, revealing a view of the outdoors. Warm wooden cabinets and modern stainless steel appliances are visible in the background, enhancing the inviting atmosphere.

Home in Yarmouth Port

Cape Escape – Water View, Firepit & Near Beaches

4.94 out of 5 average rating, 16 reviews

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.

Home in East Dennis

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

5 out of 5 average rating, 76 reviews

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.

Home in West Dennis

Sunset Sabbatical Cape Cod

4.89 out of 5 average rating, 9 reviews

An outdoor seating area is arranged around a firepit, featuring bright blue chairs and an umbrella. A gravel patio surrounds the space, with a cozy beach house in the background. Nearby, a wooden pathway leads to the house entrance, creating a welcoming atmosphere for relaxation.

Home in Hyannis

Beachside Ocean Breeze Retreat3BR w/ FirepitNights

Pet-friendly home rentals with a pool

5 out of 5 average rating, 19 reviews

A private outdoor pool area is enclosed by a white fence and surrounded by greenery. The inviting blue water is complemented by sun loungers, an umbrella, and Adirondack chairs positioned for relaxation. The pool area features a spacious patio for sunbathing and outdoor enjoyment.

Home in North Eastham

Heated Pool, Game Room, Projector Room, Private

4.88 out of 5 average rating, 16 reviews

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.

Home in East Dennis

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

Guest suite in Harwich Port

A sunlit room features a blue door as a focal point, with white blinds allowing filtered sunlight. The wooden ceiling adds warmth, while a wicker seating area and a stylish lamp provide comfort. A mirror and a small bench enhance the inviting ambiance.

4.86 out of 5 average rating, 57 reviews

The Nantucket Room - #2

4.85 out of 5 average rating, 66 reviews

A charming Cape-style house is surrounded by lush green grass, featuring a well-maintained front yard adorned with flower beds and small American flags. The entrance is highlighted by a decorative door with a wreath, framed by neatly arranged bushes. A single-car garage is visible on the right.

Home in Mashpee

Sunny Cape w/Private Pool, Steps to Private Lake

4.67 out of 5 average rating, 642 reviews

A sunlit corner of the guesthouse features a dining area with a round table and four wooden chairs, surrounded by large windows that offer views of the ocean. A decorative cabinet and television are positioned nearby, enhancing the inviting space.

Cabin in Falmouth

Waterside Guest House

4.71 out of 5 average rating, 28 reviews

A bright bedroom features blue walls and a floral accent wall. A spacious bed with a textured quilt is positioned prominently. Natural light enters through a skylight, and a flat-screen TV is mounted on the wall. Storage units in warm wood tones complement the space.

Apartment in Dennis Port

Pet Friendly King Suite in a great location

4.95 out of 5 average rating, 20 reviews

A bright bedroom features a spacious bed with striped bedding and decorative pillows. A cozy throw blanket is placed at the foot of the bed. Natural light filters through the two windows, and a floor lamp adds additional lighting. A framed art piece is mounted on the wall.

Home in East Sandwich

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

4.9 out of 5 average rating, 311 reviews

A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.

Home in Plymouth

Ocean Side, Amazing View, close to town/beach, Spa

Private, pet-friendly home rentals

Tiny home in Yarmouth Port

A charming cottage outdoor area features a shaded patio with a table, six chairs, and an umbrella. Nearby, a grill is positioned by a Zen pond, surrounded by greenery. The tranquil setting is embraced by trees, providing privacy and a serene environment.

4.97 out of 5 average rating, 58 reviews

Pet Friendly Paradise Found

4.88 out of 5 average rating, 76 reviews

The exterior of a seaside cottage is presented, featuring white siding and blue shutters. A clear pathway leads to the front steps, surrounded by well-maintained landscaping, including shrubs and a tree. A lamp post stands near the entrance, enhancing the home's welcoming appearance.

Cottage in Dennis

Escape to the Cape! Close to Mayflower Beach!

4.94 out of 5 average rating, 95 reviews

The exterior of Brewster Cottage features a two-car garage with beige doors and a charming wooden front door. Lush greenery surrounds the property, providing a natural and inviting setting. The roof is steeply pitched, typical of New England style architecture.

Guesthouse in Brewster

Cape Cod Cottage: Walk to the Beach in Brewster!

4.96 out of 5 average rating, 74 reviews

A narrow hallway leads to a cozy sleeping area, with a white bed adorned in floral bedding. A bedside table with a lamp sits next to the bed, and a wall-mounted television is positioned nearby. A fireplace is visible, providing warmth and ambiance.

Tiny home in Brewster

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit

A freshly landscaped backyard features a spacious lawn, outdoor seating, and a firepit. The light-colored home is complemented by a deck, while the nearby pathway leads to a charming outdoor game setup.

4.91 out of 5 average rating, 33 reviews

Beach Bungalow: Steps to Beach, Luxury Family Fun

4.69 out of 5 average rating, 52 reviews

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

5 out of 5 average rating, 17 reviews

A cozy living area is highlighted by a large sectional sofa facing a fireplace and natural light streaming through multiple windows. The exterior showcases a charming cottage with a welcoming entrance surrounded by a wooden fence, while the beachfront captures waves lapping at the shore.

Cottage in Dennis Port

Cottage near Beach, Firetable, Private Patio, A/C