
Family-friendly vacation rentals in Dennis
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dennis
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Dennis family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway
Really nice house with plenty of room! We made such great memories with our 3 & 6 yr old grandchildren! So many games, toys & books. We had great kickball games in the front yard! Very close to cute walkable downtown with shops, restaurants and ice cream places! Our only downside was the amount of ticks we had to remove from our dog! Pay close attention to the warnings! Had to apply our backup prevention, an all natural cedar spray. Worked like a charm and all returned to normal.

The Penney House Retreat/Hot Tub Gardens Peace
The Penny's House is close to all the beaches, great restaurants and the bike path is accessible via the back of the property which we loved. Her house is beautiful and the kitchen was fully stocked with all cookware you needed to make family dinners together. My family was very comfortable with out stay here! Thanks, Kathleen,Jack and family

Walk2Beach, HotTub, FirePit, PetsOk
Great stay! Place is in a quiet residential area, yet centrally located and easy to get places. Nice yard and hot tub was a plus (clean and good temp). We didn’t have a chance to use the fire pit, but outdoor furniture and sitting area was nice with space for everyone. House was very clean, beds comfortable. Host was very responsive. Would definitely stay again.

Cape Cod Lakefront Home
Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.

Luxury House 0.25 mi from Craigville Beach
Came here for my sisters bachelorette. It was amazing . We felt right at home . It was very spacious and clean . Hosts thought of everything . Definitely would come back. The hosts were very responsive and very flexible. Great place to stay. The games and ping pong and air hockey tables were a hit !!

Victorian Oasis: Driveway, hot tub, grill & more
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.

Peaceful waterfront home with dock/ hot tub
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!
Family- and pet-friendly home rentals

Clear Pond Pet Friendly Inn
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.

*Bass River Victorian Escape* Central A/C*WiFi
What a beautiful place! Melissa and George were great hosts that think of all the details. When Airbnb got started we felt this was the exact vibe they were going for. It was authentic to cape cod culture and made us feel right at home. There is a little history book on the table that is worth the read and they also left us a booklet with current activities. We loved our stay and would definitely recommend it to others!

Sun filled single level retreat, outdoor shower
We had a really great stay and it was perfect for our group of friends to enjoy a wedding that was nearby. The home is comfortable and perfect for cooking and hanging out. Loved the backyard. The bed (at least the one in the master bedroom) was super comfortable for my bad back. Be sure to bring shampoo etc and you’ll have a wonderful time.

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes
Had a great time here! House is in a great location with a fun little backyard to hang out in. Highly recommend!

Stunning Waterfront! 3bdr/2bth/GasFireplace/kayaks
We drove up and thought it was going to be a tight fit for 3 adults, 2 teens and dogs, but we were wrong. We walked in and the first thing I notices was how clean and fresh it smelled. It was amazing! The place was spotless, the sofa was comfy, the area was great but the real show stopper....the view. Right on flax pond with gorgeous sunrises and relaxing evenings. My guys fished right from the deck....it was the perfect spot. Meg was amazing to work with as well. No surprises. Meg checked in leading up to the visit and after we left, but made sure we knew she was only a call away if we needed anything during our stay. Thank you Meg!

Waterview, Private, Walk to Beach, Mile to Town
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!

Shirley's Place - Pet Friendly Sleeps Six!
We loved our weekend at Karen's place! The house was cozy and clean, and had everything we needed for a comfortable stay (including treats for our pup)! The yard and deck were nice and private, and the house was conveniently located to many restaurants, shops, and not far from the water. Karen made us feel right at home!

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
We attended a wedding at the Ocean Edge Resort and we found Paige's home to be convenient to the venue and activities and a great alternative to staying on property. The home was clean and neat and had everything we needed. The weather turned out beautiful so we took full advantage of the outdoor space. I would highly recommend Paige's home to anyone who likes to be close to the beach, restaurants and golf, but far enough away to be quiet and peaceful.
Family-friendly home rentals with a pool

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Our families slice of heaven
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G

ShoestringBayHouse, waterfront & pool in Cotuit
Perfect stay - just be sure to bring or order sheets and towels!

Private 3bdrm Condo Tashmoo Woods
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

4th July week! Cape Cod Townhome
The place is great if you don't mind having to drive to a beach or to town. It's spacious and clean. And Ruth is a great host. She was very responsive.

Falmouth, Cozy Studio Near Old Silver Beach
We had a wonderful weekend stay! The house is located in a quiet neighborhood and the upstairs apartment was very clean. There is quick access to local beaches and restaurants. We would stay again!

Condo in Falmouth MA
The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.

private pool, spacious, quiet private home,
We loved our stay! The house is super family-friendly, the pool was amazing, and we found the house very cozy. There were plenty of cooking utensils/pots, which made cooking easy and a great grill and fire pit. Communication with Joe was super easy too.
Quick stats about vacation rentals that are family-friendly in Dennis
Total rentals
1.2K properties
Nightly prices starting at
$56 CAD before taxes and fees
Total number of reviews
31K reviews
Pet-friendly rentals
320 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
440 properties have a dedicated workspace
Destinations to explore
- Nantucket Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Rentals with a kayak Dennis
- Rentals with a hot tub Dennis
- Bed and breakfasts Dennis
- Apartment rentals Dennis
- Rentals with pools Dennis
- Rentals with outdoor seating Dennis
- Cottage rentals Dennis
- Rentals with a firepit Dennis
- Kid-friendly rentals Dennis
- Fitness-friendly rentals Dennis
- Hotel rentals Dennis
- Waterfront rentals Dennis
- Rentals with lake access Dennis
- Rentals with a fireplace Dennis
- House rentals Dennis
- Private suite rentals Dennis
- Guesthouse rentals Dennis
- Rentals with a washer and dryer Dennis
- Rentals with a patio Dennis
- Beachfront rentals Dennis
- Pet-friendly rentals Dennis
- Rentals with beach access Dennis
- Boutique hotel rentals Dennis
- Rentals with breakfast Dennis
- Condo rentals Dennis
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Cape Cod National Seashore
- Craigville Beach
- Duxbury Beach
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Pinehills Golf Club
- Nickerson State Park
- Scusset Beach
- Grey's Beach
- Coast Guard Beach
- Oyster Harbors Beach
- Peggotty Beach
- Corporation Beach
- Chapin Memorial Beach
- Earle Road Beach
- Cahoon Hollow Beach