
Family-friendly holiday rentals in Dennis
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Top-rated family-friendly rentals in Dennis
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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 Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

MODERN 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

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.

Modern Luxury Apt. | 7 min from Commons
This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

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.

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.

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!

Find Serenity in South Yarmouth - The Boat House
Welcome to The Boat House! Find a peaceful setting in this private suite nestled amid the charm of our one acre property. This nautical themed retreat provides a spacious yet cozy suite with private and exclusive entrance, and is outfitted with a queen bed, living and dining area, well-equipped kitchenette and full bath. The gas stove adds cozy ambiance for a night in while guests can also enjoy the beautiful backyard and koi pond.

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.

Relaxing Cottage in Centerville Village
Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

*Barefoot Bungalow* Cozy Cape Cod Beach House
Welcome to the Barefoot Bungalow; our newly renovated 2 bed / 2 bath nestled in a quiet neighborhood, minutes from local beaches, shops, golf, restaurants and family attractions. This classic Cape Cod home is tastefully decorated and carefully designed to provide you with a clean, cozy & memorable stay.
Popular amenities for Dennis family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Violet’s Place- king bed- pet friendly- hot tub!

Oak bluffs cottage Perfect place to honeymoon!

Hideout at Water's Edge, 131 North Shore Blvd, #4

Manomet Boathouse Station #31

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd
Family- and pet-friendly home rentals

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Beach Cottage, without going over bridges to Cape!

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Shop, Swim, Hike, Bike in Historic Brewster

Cute Cottage Living by the Sea!

Cape Hideaway

Sandy Feet Retreat

Modern Beach & Pond Getaway | Heart of Cape Cod
Family-friendly home rentals with a pool

Hot Tub, Game Room, near mayflower beach

Cape Cod Lakefront Home

Falmouth, Cozy Studio Near Old Silver Beach

Rock on Wellfleet!

Bright and Lovely Cottage With Community Pool

Private Pool, near beaches, 3 BR/3 BA, Central Air

The Sea Salt Studio - Steps to the Beach!

Barnstable, Relaxing, Great Location, Clean!
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £190 | £190 | £191 | £197 | £223 | £255 | £313 | £311 | £229 | £191 | £191 | £198 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Dennis

Total holiday rentals
Explore 1,290 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at £31 per night before taxes and fees

Verified guest reviews
Over 34,970 verified reviews to help you choose

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wifi availability
1,280 of Dennis holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dennis rentals

4.8 Average rating
Dennis stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
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