
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.

*Bass River Victorian Escape* Central A/C*WiFi
Get away from it all. This beautiful Victorian semi-detached home is part of a former sea captain’s house. Refurbished to a high standard, it is light and spacious with 2 bedrooms and 1.5 bathrooms, fully equipped kitchen, and a 3-season porch with its own entrance. The open floor plan, central A/C, W/D in basement, WiFi, smart TV, outdoor BBQ, and shelves filled with books and games for all ages will make your family vacation that much better. Ask about 20% off weeklong stays in Sept & Oct.

★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 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!

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.

5 min walk to beach w/modern amenities
Welcome to west_dennis_rental! Just 5 minutes from the beach, this updated Cape Cod home is perfect for small families seeking a relaxing getaway. Inside, enjoy a remodeled space with modern comforts and cozy charm. Out back, unwind on the patio with a lush lawn and easy-start gas fire pit—great for dinners or s’mores under the stars. Stocked with linens, beach gear, toys, games, Wi-Fi, AC, full kitchen, and grill. Close to Holiday Hill mini golf, ice cream, and seafood shacks!

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.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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.

@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.

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Charming Condo, Short Walk to Beach
Ocean breezes and beach days await! This charming Cape Cod retreat is perfectly situated just steps from the stunning Inman Road Beach. Well-appointed and comfortable, it's the ideal location for your relaxing vacation. Dennisport is an ideal mid-Cape location, allowing one to explore all Cape Cod has to offer, while providing a quiet, relaxing neighborhood with walkable access to the water.

Designer Getaway in the Heart of Dennis
Owned by an award wining interior designer, this bright & modern 3 bed, 2 bath Cape is the perfect escape. Walking distance to Princess beach and near Corporation and Mayflower Beaches as well as Dennis' public golf courses; this home has it all!
Popular amenities for Dennis holiday rentals
Other great holiday rentals in Dennis

House on Cape Cod with pool close to beach

Swan Pond Getaway

Cozy Home walk to Water

Sunburst Cottage on Long Pond

NEW***Cozy Cape Family Getaway~A/C ~Screened Porch

Walk to Beach, Lake & Downtown

Billy's Beach Bungalow

Pearl Haven: A Seaside Cottage
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 SGD | $312 SGD | $312 SGD | $319 SGD | $334 SGD | $389 SGD | $478 SGD | $478 SGD | $348 SGD | $301 SGD | $306 SGD | $318 SGD |
| 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 2,020 vacation rentals in Dennis Port, over 1,170 vacation rentals in Yarmouth Port, and over 2,020 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 190 cottage rentals to over 1,000 house rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Dennis?
Yes! Work meets play with ease at over 570 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 380 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 $70 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 960 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 1,610 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 51,330 verified reviews to help you choose

Family-friendly holiday rentals
1,240 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 380 rentals that welcome pets

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
570 properties have a dedicated workspace

Wifi availability
1,590 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
- Coast Guard Beach
- New Silver Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Saquish Beach
- Nauset Beach
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Marconi Beach
- Sandwich Glass Museum
- New Bedford Whaling Museum




