
Waterfront holiday rentals in Dennis
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Top-rated waterfront rentals in Dennis
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Directly on Pleasant Beach – 30 Steps to the Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Private Beach-Barnstable Harbor Beachside Cottage
Romantic getaway or private retreat... Completely renovated, quintessential Cape Cod cottage. This 400 sq ft bungalow steps from a private beach is nestled beside Mass Audubon Long Pasture Wildlife Sanctuary. Open living spaces, two large decks plus a separate stone patio with gas fire pit, provide space to spread out and enjoy the property. Kayaking, paddle boarding, fishing, hiking, whale watch cruising, or simply relaxing on the natural sandy bayside beach are just a few of your options here

SerenityViews | Waterfront | King Bed | Kayaks SUP
Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

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

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Cozy Coastal Cottage With Sprawling Sea Views
Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

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.

Steps to Cape Cod Private Beach!
Beach Read is steps to East Sandwich's Private Beach! This charming cottage has 1 bedroom and a sleeper sofa. It is the perfect size for a couple or small family looking for a Cape Cod getaway! Recent upgrades include flooring, renovated bathroom and brand new gas grill. Spend the day relaxing on the beach & the evening making smores over a beach bonfire. Located in Cape Cod's oldest town, it is only a short ride to Sandy Neck, Town Neck, shops, restaurants & Tree House Brewery.

The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

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

Waterfront Escape: HotTub, Pets OK, Pool Table
Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.
Popular amenities for waterfront rentals in Dennis
Waterfront apartment rentals

Cape Cod Canal Home

On Eel Pond: Woods Hole Waterfront Retreat

Dune Tootin Unit 1

Beachside Condo with Balcony - Oceanside Condos

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Waterfront Oasis in Yarmouth, Cape Cod

Cozy beachfront unit in Harwich - Unit 1

Steps to the Beach & Heated Pool!
Waterfront house rentals

3-min walk to BEACH! Private luxury Backyard!

Light-filled Antique House with Private Beaches

Water Front Pond House - 3 acre Cape Cod Sanctuary

Beachfront Charmer! Newly Renovated.

Serene Lakefront Escape on Cape Cod

Jolly Captain Lighthouse

Cottage with private beach in Hyannis Port

Waterfront Modern Home in Eastham, on a Pond
Waterfront apartment rentals

Studio steps to a private beach! 2 paddle boards

1BR 2nd Floor Condo with pool

The Beachside Condo

Steps to Private Beach in Chatham

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Hidden Hideaway

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Dreamy 2BR Oceanfront 3rd-Floor | Balcony
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £166 | £131 | £186 | £192 | £206 | £246 | £318 | £318 | £223 | £205 | £201 | £203 |
| 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 waterfront rentals in Dennis

Total holiday rentals
Explore 210 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 8,020 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
210 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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- Waterfront rentals Barnstable County
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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
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Skaket Beach
- Saquish Beach
- Race Point Beach
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- Nauset Beach
- Scusset Beach State Reservation
- Sandwich Glass Museum
- Marconi Beach
- New Bedford Whaling Museum




