
Holiday rentals in Dennis Port
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Quick stats about holiday rentals in Dennis Port

Total holiday rentals
Explore 580 holiday rentals in Dennis Port

Nightly prices starting at
Dennis Port holiday rentals start at €70 per night before taxes and fees

Verified guest reviews
Over 13,410 verified reviews to help you choose

Family-friendly holiday rentals
400 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
570 of Dennis Port holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Dennis Port rentals

4.8 Average rating
Dennis Port stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated holiday rentals in Dennis Port
Guests agree: these stays are highly rated for location, cleanliness and more.

Sunset Sabbatical Cape Cod
**Newly updated Bathroom for 2026 Season!** Put your feet up and enjoy yourself! Just a 5 minute walk to South Village Beach, you will enjoy everything Cape Cod has to offer. A backyard oasis, complete with Outdoor Shower, beautiful lights, fire pit and grill - you will create family memories here for a lifetime. Updated kitchen with new gas stove, dishwasher and microwave. High-speed WiFi, Roku TVs, luxury pottery barn linens & towels. Small Hypoallergenic Dog(s) allowed with a $50 pet fee.

ONE Minute walk to BEACH! High end home special!
ONE Minute walk to the BEACH! High End, newly remodeled beach house SPECIAL! Walk to great bars, restaurants, breakfast spots, shopping and more! 3br, 2bath (1 full ba + 1 half ba + 1 enclosed outdoor shower) with high end granite kitchen. SPACIOUS living area and bonus sun porch & office! Newly landscaped yard, high end patio/driveway/walkways and built in fire pit next to a fully furnished outdoor lounge! Dishwasher, washer/dryer, Central AC, fully applianced kitchen w/ cookware and more!

Breezy home with easy beach access and ocean views
Across the street from Glendon Beach on Nantucket Sound, this spacious home with views of the ocean will help you create beautiful memories with family and friends. The home is fully furnished with kitchen supplies, beach items, games, books, kayaks, an electric Tesla car charger and more to make your time off comfortable and rejuvenating. Enjoy the ocean breeze in the large grassy yard with firepit. 4-6 car parking in the driveway. Sleeps 8 comfortably, perfect for a small family or friends.

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.

Expansive Ocean Views
Welcome to Dunes Edge! Embrace the charm of coastal living at our unique private beach cottage. Perched on a sand dune just a step from the beach. Awake to the sweet salty air & the soothing sounds of suttle waves. Immerse yourself w/the tranquil ocean views. 1 queen bed, 2 twin mattresses in the loft, & a pull-out sofa. Full kitchen, bath & an outdoor shower. Step back in time by enjoying a community that was built in the 1950's. The last of its kind. A place where memories are made.

Walk to beach/Pelham House, dog friendly, sleeps 6
With ample parking, get here and leave your keys! Walk to summer musts within 10 minutes including the BEACH, restaurants, resorts, ice cream, mini golf, coffee and more. Unwind in this open, bright, 2bd(+bonus room), 1bath home. LINENS provided, children/adult books&games, kitchen cooking/grilling needs, beach chairs and wagon. Outside is where the memories are made. Fenced-in, large yard for kids & dog, outdoor shower, dining w/ lights for ambiance, and a comfortable lounge section.

Cozy Summer Cottage w/ Water Access
Welcome to your cozy summer cottage. Whether it’s a Netflix night in or an Adventurous day Kayaking to the beach, we got you covered. You can head straight to Swan Pond right in the neighborhood and paddle to the beach! You won’t have to pay or fight for parking! You can also easily bike around scenic trails next door. Located in Dennis Port, you can bike to the Beach (about 10 min) and spend the day at the beach or head to Main St. Just bring your own bike/kayak or rent them close by.

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!

Luxury Waterfront - Hot Tub, Deck & Waterviews
Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining

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

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

2 bedroom home w. screened in porch
The home offers two porches, the screened in front porch with rocking chairs and the back porch for your barbecues with the provided gas grill. FYI, the cottage has a second floor which is not part of the rental. The second floor will be unoccupied and locked. It is only a short walk to Inman Beach on Nantucket Sound ( under half a mile).
Popular amenities for Dennis Port holiday rentals
Other great holiday rentals in Dennis Port

Ship Cottage | 5-Min Walk to Beach & Dining

3 bedroom Cape Escape!

Cable's Lighthouse at Seaside Condos | Oceanfront

The Sweet Retreat

Quaint Cape Beach House

Oceanfront 3 bedroom cottage with private beach

Modern & Coastal Cape Cottage + Steps to Beach

Nehemiahs Nest: Healing Cape Cod Pond View Cottage
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €222 | €218 | €213 | €227 | €222 | €263 | €317 | €310 | €230 | €191 | €193 | €193 |
| 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
- Waterfront rentals Dennis Port
- Rentals with lake access Dennis Port
- Rentals with breakfast Dennis Port
- Family-friendly rentals Dennis Port
- Rentals with beach access Dennis Port
- Rentals with pools Dennis Port
- Apartment rentals Dennis Port
- Flat rentals Dennis Port
- Rentals with a patio Dennis Port
- Hotel rooms Dennis Port
- Rentals with a firepit Dennis Port
- Rentals with a washing machine and dryer Dennis Port
- Fitness-friendly rentals Dennis Port
- Beachfront rentals Dennis Port
- Pet-friendly rentals Dennis Port
- Boutique hotels Dennis Port
- Cottage rentals Dennis Port
- Rentals with a fireplace Dennis Port
- Rentals with outdoor seating Dennis Port
- House rentals Dennis Port
- Rentals with a hot tub Dennis Port
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- Nauset Beach
- Saquish Beach
- Skaket Beach
- Falmouth Heights Beach
- Coast Guard Beach
- Race Point Beach
- Cape Cod Canal
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Nickerson State Park
- Sea Gull Beach
- Cahoon Hollow Beach
- Inkwell Beach
- Lighthouse Beach





