
Waterfront holiday rentals in Dennis
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Dennis

Total holiday rentals
Explore 230 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at $153 SGD per night before taxes and fees

Verified guest reviews
Over 8,260 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
220 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!
Top-rated waterfront rentals in Dennis
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

2BR Directly on Pleasant Beach – 30 Steps to 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.
4.82 out of 5 average rating, 129 reviews
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
4.96 out of 5 average rating, 169 reviews
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.
5.0 out of 5 average rating, 249 reviews
Gorgeous Modern Ocean-Front Cottage With Hot Tub
*OCEANFRONT PRIVATE COTTAGE* "Cape Escape" is a luxurious beachfront escape offering unparalleled ocean views and the soothing sounds of crashing waves. Imagine waking to the breathtaking sunrise over the Atlantic, then spending your days basking in the sun with direct semi-private beach access. This exceptional property boasts a rejuvenating hot tub, perfect for unwinding. As the evening descends, gather around the crackling fire pit, sharing stories and creating lasting memories.
4.83 out of 5 average rating, 105 reviews
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!
4.93 out of 5 average rating, 106 reviews
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
5.0 out of 5 average rating, 368 reviews
Salt Eire | Oceanfront Beach Home
Welcome to Salt Eire. Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod
4.99 out of 5 average rating, 156 reviews
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.
4.96 out of 5 average rating, 239 reviews
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.
4.97 out of 5 average rating, 178 reviews
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
4.99 out of 5 average rating, 133 reviews
Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock
✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✔ Direct lake access = natural cold plunge ✔ Private waterfront hot tub (open year-round) ✔ 1 King bed + Queen + twin over bunk room ✔ Dock for swimming & fishing ✔ 2 kayaks + 2 SUPs ✔ Gas fireplace ✔ Large waterfront dining room ✔ Fully stocked kitchen w/ marble counters ✔ Patio + fire pit + deck dining ✔ Washer/Dryer ✔ Dog friendly ($30/day) ✔ All linens & towels provided Locally managed
4.94 out of 5 average rating, 271 reviews
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.
4.84 out of 5 average rating, 144 reviewsPopular amenities for waterfront rentals in Dennis
Waterfront apartment rentals

Spacious 2 Bedroom Lakefront Suite
4.92 out of 5 average rating, 148 reviews
Remodeled Studio Apartment in Downtown Plymouth
4.9 out of 5 average rating, 193 reviews
Fall Getaway Deals - Cape days without the crowds!
4.82 out of 5 average rating, 186 reviews
Cape Cod Canal Home
4.98 out of 5 average rating, 130 reviews
☀️ Spacious and Bright -- The Sailboat Suite
4.92 out of 5 average rating, 217 reviews
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
4.94 out of 5 average rating, 232 reviews
Waterfront Oasis in Yarmouth, Cape Cod
4.89 out of 5 average rating, 35 reviews
Cable's Lighthouse at Seaside Condos | Oceanfront
5.0 out of 5 average rating, 5 reviewsWaterfront house rentals

Private Pond-side Cape Cod Home
5.0 out of 5 average rating, 171 reviews
Slate House - a modern waterfront getaway
4.95 out of 5 average rating, 321 reviews
Water Front Pond House - 3 acre Cape Cod Sanctuary
4.87 out of 5 average rating, 245 reviews
Charming 3BR Cape, <5 min walk to the beach
4.91 out of 5 average rating, 105 reviews
Beachfront Charmer! Newly Renovated.
4.97 out of 5 average rating, 118 reviews
Panoramic ocean views 100 ft above Cape Cod Bay
4.92 out of 5 average rating, 195 reviews
Cottage with private beach in Hyannis Port
4.91 out of 5 average rating, 232 reviews
Sunset Cove Beach
4.99 out of 5 average rating, 120 reviewsWaterfront apartment rentals

Private Beach in Chatham - Sleeps 5
4.89 out of 5 average rating, 142 reviews
Ocean Edge Resort/Pool access/2bedroom-2bath Condo
5.0 out of 5 average rating, 104 reviews
Captain's Lodge- #1, Plymouth Water Front Condo
4.99 out of 5 average rating, 139 reviews
Studio steps to a private beach! 2 paddle boards
4.96 out of 5 average rating, 54 reviews
Oceanfront condo on Brewster Flats
4.94 out of 5 average rating, 18 reviews
Hidden Hideaway
4.88 out of 5 average rating, 72 reviews
1BR 2nd Floor Condo with pool
4.92 out of 5 average rating, 51 reviews
Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access
4.96 out of 5 average rating, 99 reviewsWhen is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $383 SGD | $370 SGD | $378 SGD | $365 SGD | $378 SGD | $459 SGD | $542 SGD | $542 SGD | $380 SGD | $350 SGD | $343 SGD | $346 SGD |
| 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
- Rentals with a kayak Dennis
- Rentals with a hot tub Dennis
- Flat rentals Dennis
- Pet-friendly rentals Dennis
- Luxury rentals Dennis
- House rentals Dennis
- Bed and breakfasts Dennis
- Boutique hotels Dennis
- Rentals with breakfast Dennis
- Private suite rentals Dennis
- Villa rentals Dennis
- Rentals with pools Dennis
- Rentals with lake access Dennis
- Cottage rentals Dennis
- Guest house rentals Dennis
- Beachfront rentals Dennis
- Hotel rooms Dennis
- Rentals with beach access Dennis
- Family-friendly rentals Dennis
- Apartment rentals Dennis
- Waterfront rentals Barnstable County
- Waterfront rentals Massachusetts
- Waterfront rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- Pinehills Golf Club
- Race Point Beach
- Inkwell Beach
- Coast Guard Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Horseneck Beach
- Nickerson State Park
- Sea Gull Beach





