
Family-friendly holiday rentals in Dennis Port
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Quick stats about holiday rentals that are family-friendly in Dennis Port

Total holiday rentals
Explore 350 holiday rentals in Dennis Port

Nightly prices starting at
Dennis Port holiday rentals start at $104 NZD per night before taxes and fees

Verified guest reviews
Over 8,450 verified reviews to help you choose

Pet-friendly accommodation
Find 80 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
350 of Dennis Port holiday rentals include Wi-Fi access

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

4.8 Average rating
Dennis Port stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Dennis Port
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Mer ~ Sea Cottage, Dennisport, MA.
Mer~Sea Cottage A charming cottage getaway that is the perfect outline for summer memories on Cape Cod. Located within one of the oldest cottage communities on the Cape, 'Mer~Sea Cottage,' is a place you will find yourselves returning to again and again. Our home is less than a 5 minute walk to our private, sandy beach on the southern shores of Dennis Port, Cape Cod. Newly updated and appointed with everything you need for a seaside vacation with shops, restaurants and activities moments away.

Captain's Lookout at Seaside Condos | Oceanfront
Escape to serenity at our one-bedroom oceanfront condo in Dennis Port. Wake up to the sound of waves crashing just steps away from your private patio. Enjoy a fully equipped kitchen perfect for whipping up beachside meals. With direct beach access nearby and cozy, coastal-inspired interiors, it’s an ideal retreat for couples or solo adventurers. Experience the best of Cape Cod with breathtaking ocean views and a peaceful atmosphere – your perfect getaway awaits! *Now has air conditioning!*

Escape to the Cape
Description Escape to the heart of Cape Cod and enjoy a relaxing stay in my charming 2 bedroom cottage in Dennis Port. Offering a cozy and inviting atmosphere, this home is perfect for families or small groups looking for a peaceful retreat. 0.9 miles to Sea Street Beach and 1.1 miles to Glendon Beach. Close to restaurants, ice cream shops, souvenir shops, bakeries, delis, markets, golf courses, boat rentals, and other attractions. This cottage has everything you need for a memorable stay.

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.

★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" walk to ocean beach, dog park & 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 counter ✅ 2 Bike w helmets ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels- or our cleaners can provide for a charge ✅ Pet friendly-only 1 pet $25/nt

Oceanview Cottage, Million $ View Sea Street Beach
Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!

SUMMERS OFF CAPE HOUSE
All new paver patio and landscaping with enormous back yard. Spacious home on large corner lot just 5 minute walk to downtown Dennis Port or Inman Beach. Fully stocked kitchen. Huge LR w/ 2 couches, large fireplace and TV/DVD. BD#1 has a queen bed with a 1/2 bath ensuite. BD#2 has a queen bed. BD#3 has 2 twin over full bunk beds as well as pack n'play for infants. Covered front porch, screened in side porch, gas and charcoal grill, horseshoe pit and spacious outdoor shower.

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.

#5 Nautical Nest Studio 300 yards to Glendon Beach
Newly renovated, 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio awaits for your Cape getaway. Head to the beach in the morning and you're close enough to walk back for lunch. The studio comes with a queen bed, a twin bed, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

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

Central A/C, Summer time down Cape.
Summer 2026 Saturday to Saturday rentals only (7 nights) Saturday June 27 to Saturday morning September 5 2026. This 25 year old home that has all the amenities that you will need and sits a 1/2 mile from the Atlantic Ocean with a 1 minute drive or a 10 minute walk. With enough parking for 3 cars and is in a residential neighborhood within walking distance of restaurants, mini golf, arcade, and 2 ice cream shops. Also a outdoor shower

The 5 minute walk to beach Super Cute Beach Condo
This conveniently located rental is just a 3 minute walk to the beach. This studio (245 sq ft) has 1 queen size bed, sleeper sofa, galley kitchen, dishes and silverware, pots and pans, refrigerator, microwave, coffee maker, WiFi, cable TV, beach chairs and umbrella and 2 boogie boards. There is a private patio with a table and a Webber Grill. PLEASE NOTE THE FOLLOWING: WE DO NOT PROVIDE LINENS OR TOWELS. THE BED IS QUEEN SIZE
Popular amenities for Dennis Port family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Villa Costa

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

Great Chatham Location w/ Hot Tub, Near Beach!

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Manomet Boathouse Station #31

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Luxury House 0.25 mi from Craigville Beach
Family- and pet-friendly home rentals

New! Beach Cottage| 3 min walk to Beach| Pet Ok

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

5 min walk to beach w/modern amenities

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Cottage near Beach, Firetable, Private Patio, A/C

Sandy Feet Retreat

Windfall Townhouse - 1/2 mile to Nantucket Sound

Walk to beach - firepit - fireplace
Family-friendly home rentals with a pool

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Town House for Cape Cod fun, by Bass River.

Stylish & Modern Studio Condo - Steps to the Beach

Hidden Hideaway

King Bed Suite (Pet Friendly) in a great location

Walk to the beach or sit poolside! Updated studio!

Falmouth, Cozy Studio Near Old Silver Beach

Seaview Summit | Ocean Views, Indoor Pool, Beach
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $459 NZD | $450 NZD | $450 NZD | $417 NZD | $450 NZD | $551 NZD | $649 NZD | $634 NZD | $504 NZD | $433 NZD | $452 NZD | $435 NZD |
| 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 |
Destinations to explore
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- Rentals with pools Dennis Port
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- Boutique hotels Dennis Port
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- Pet-friendly rentals Dennis Port
- Rentals with a fire pit Dennis Port
- Condo rentals Dennis Port
- Cottage rentals Dennis Port
- Rentals with outdoor seating Dennis Port
- Rentals with a hot tub Dennis Port
- Rentals with beach access Dennis Port
- Rentals with a fireplace Dennis Port
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- Rentals with a washing machine and dryer Dennis Port
- Family-friendly rentals Dennis
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Skaket Beach
- Saquish Beach
- Race Point Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
- Cahoon Hollow Beach
- Popponesset Peninsula
- Cape Cod Canal
- Sea Gull Beach
- Inkwell Beach





