
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.

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ 2 Bike ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

The Strandloper / Beachwalker Cottage
This very clean and spacious 1 bedroom cottage has AC, is within walking distance to two public Nantucket Sound Beaches and is centrally located on Cape Cod. The vaulted ceilings and ample array of windows gives off natural light and a sense of space. FYI The cottage's name, The Strandloper, the Beachwalker, is a member of an extinct tribe of Khoikhoi Bushmen who lived on seafood gathered along the beaches of Southern Africa. Walking beaches is just as special today as it was a millennium ago.

Oyster Isle-Steps from the Beach!
A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

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

Relaxing and Cozy Cape Cod Gem
1 bedroom apartment is located across from Bass River Golf Course, and central to beaches, walking trails, Cape Cod Rail trail, kayaking, and wonderful restaurants. This former in-law-apartment, is attached to our home. We want to assure you that our apartment is thoroughly cleaned and then sanitized to help protect our guests. Maximum occupancy is 2 ( exceptions discussed with host) **If only 2 nights are open on my calendar in the summer months, please inquire for availability to book.

Walk to Beach - Experience Dennis Beach House - AC
A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

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.

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks
This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

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

@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.
Popular amenities for Dennis holiday rentals
Other great holiday rentals in Dennis

Oceanfront Vacation Home with Private Beach for 6

Golf simulator, Sauna, Hot Tub, mayflower beach

Renovated Chatham Windmill! Walk to Beach/Town!

.06 Mile to Beach> Porch>HorseshoePit>GasFireplace

Near Corporation Beach

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

A little bit of "heaven" in Dennis

3 Min Walk to Beach on Long Pond!
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £174 | £183 | £183 | £187 | £196 | £228 | £281 | £281 | £204 | £177 | £180 | £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 2,020 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 house rentals in Dennis?
Experience the best of Dennis with our house rentals, starting at about $40 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 £30 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
- Coast Guard Beach
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Lighthouse Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Saquish Beach
- Scusset Beach State Reservation
- Nauset Beach
- Sandwich Glass Museum
- Falmouth Heights Beach
- Bass River Beach




