
Holiday rentals in Dennis
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Top-rated holiday rentals in Dennis
Guests agree: these stays are highly rated for location, cleanliness and more.

Private fenced yard Dog friendly Bayside studio
Summer weeks run Sat-Sat. This cheery, private (yet near everything!) spot is walk distance to the Lost Dog Pub, a horse farm Smuggers Ice Cream, Grumpy's, The Marshside Restaurant AND Sesuit Cafe, Beach and Harbor are only a mile away! You have your own driveway, fenced yard, and private entrance. A Weber gas grill and patio set grace the back yard. A WELL MANNERED, crate trained dog is welcome. Possibility of dog sit/walk/training while you beach, attend an event, or take a local day trip!

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 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

★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

Billy's Beach Bungalow
Step into vacation mode at this stunning, fully remodeled Cape Cod retreat, designed to deliver the ultimate coastal getaway. Located on the exclusive bay side of South Dennis, you’ll be less than 10 minutes away from Mayflower Beach, Corporation Beach, Chapin’s Bayside and more! Enjoy high-end finishes, a designer kitchen, two spa-style bathrooms, and a finished basement perfect for entertaining. Outside, relax in a private fenced-in yard with an updated outdoor shower, deck, and fire pit!

A little bit of "heaven" in Dennis
Quiet and relaxing oasis -Enjoy your stay in this bright newly remodeled studio with updated WiFi extender and plenty of natural lighting. This inviting space is centrally located in a lovely neighborhood with free parking. Enjoy the private backyard patio, outdoor shower and nearby walking path, as well as easy access to shopping and restaurants just minutes away. Best of all, relax at some of the most beautiful north side beaches that the Cape has to offer less than 5 miles away!

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.

Cozy Home in South Dennis
Relax with your family at this 3 bedroom 2 full baths home. Updated kitchen includes new stainless steel appliances, quartz countertops, a designated dining area. Bedroom1: King bed Bedroom2: Queen bed Bedroom3: Two bunk beds, sleeps 4 Outdoor space has propane gas grill and smokeless stainless steel firepit with comfortable sitting area. Play space with air hockey in the finished bonus room located in the basement. This house is equipped with solar panels and EV charger.

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.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Memorable Moments Cottage
Amazing Beach House for Family & Friends. 4 miles to the closest Beach. Beach parking pass available for Barnstable. (9+ beaches and ponds in the Yarmouth area, this parking is not included in the beach pass) Minutes away to great Restaurants, Museums, Mini golf, Ice Cream and so much more. The newly renovated cottage has hardwood floors, updated fully equipped kitchen, Streaming TV, WiFi, high speed internet, and washer and dryer.

Sea Cottage - Dennis Port
Escape to the serenity of Dennis Port with this delightful 2-bedroom, 1-bathroom cottage that promises the quintessential Cape Cod experience. Nestled in a prime location near pristine beaches, this property offers the perfect blend of coastal living and comfort. 0.5 Miles to Inman Road Beach 0.5 Miles to The Ocean House 0.7 Miles to Raycroft Beach 0.9 Miles to Pelham House Resort 0.9 Miles to Sea Street Beach

Violet’s Place- king bed- pet friendly- hot tub!
Fully renovated Cape Cod bungalow, less than a mile to West Dennis beach, bass river, restaurants and convenience store! The interior is chic with all new walk-in shower, soaking tub, boho butchers block kitchen and a warm living space with king bed and flat screen TV. Enjoy the pedicured yard with grill, fire pit, and private open roof hot tub! Pet friendly!
Popular amenities for Dennis holiday rentals
Other great holiday rentals in Dennis

Studio steps to a private beach! 2 paddle boards

Cozy Summer Cottage w/ Water Access

7 Min-Drive to Beach: Cozy Cottage & Yard

** East Dennis - Perfect Spot - Historic Rte 6A **

2 Bedroom Cape Cod Cottage with Deeded Beach

King Bed Suite (Pet Friendly) in a great location

Renovated Cape Cod Retreat near beaches and golf

Garden Oasis In the heart of Dennis Village
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £177 | £185 | £186 | £186 | £195 | £227 | £279 | £279 | £203 | £176 | £179 | £186 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
Where should I stay in Dennis?
Make yourself at home in Dennis by choosing from our most frequently booked neighborhoods. We have over 2,090 vacation rentals in Dennis Port, over 1,210 vacation rentals in Yarmouth Port, and over 2,090 vacation rentals in West Dennis.
What types of vacation rentals are available in Dennis?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Dennis. From over 1,080 house rentals to over 190 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Dennis?
Yes! Work meets play with ease at over 580 vacation rentals in Dennis featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Dennis?
Four-legged friends are welcome in Dennis. Choose from more than 360 vacation rentals for guests traveling with pets.
How much does it cost to stay in tiny house rentals in Dennis?
Experience the best of Dennis with our tiny house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Dennis house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Dennis, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Dennis have self check-in?
Absolutely! We offer over 290 house rentals with self check-in in Dennis. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dennis have a bbq area?
Absolutely! We offer over 460 house rentals with a bbq area in Dennis. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dennis have a gym?
Absolutely! We offer over 40 house rentals with a gym in Dennis. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Dennis?
Dennis has more than 1,040 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Dennis

Total holiday rentals
Explore 1,620 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 50,810 verified reviews to help you choose

Family-friendly holiday rentals
1,290 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 360 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
580 properties have a dedicated workspace

Wifi availability
1,610 of Dennis holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Dennis rentals

4.8 Average rating
Dennis stays are highly rated by guests – averaging 4.8 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Popponesset Peninsula
- Race Point Beach
- Cape Cod Canal
- Sea Gull Beach
- Horseneck Beach State Reservation





