Holiday rentals in Dennis

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Dennis

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Flat in West Dennis

5 out of 5 average rating, 100 reviews

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home is situated on a rare half-acre lot. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, and Bandera's Market in the summer. Call off szn

Guest favourite

Cottage in South Dennis

4.97 out of 5 average rating, 119 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 & *new high-end sofas in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps 🛋️ Comfy Furnishings➕Stocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favourite

Cottage in Dennis

4.98 out of 5 average rating, 186 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Guest favourite

Home in West Dennis

4.93 out of 5 average rating, 114 reviews

Adorable Cottage - Premier Location in West Dennis

**5 Blocks to West Dennis Beach** This adorable house is in the most desirable West Dennis Beach Neighborhood only a short 7-minute walk to the public beach. With two spacious bedrooms, an eat-in kitchen and a bonus room/sunroom/optional 3rd bedroom, there is plenty of room to spread out. Across the street (300 ft) is Kelley's Pond which is great for kayaking, canoeing and fishing! Come sit by the fire pit or on the deck, cookout and relax!! Firewood is included but bring some kindling!

Top guest favourite

Guest house in Brewster

5 out of 5 average rating, 13 reviews

Claw Foot Tub & King Bed at Club Tanuki Cottage

Glorious gardens and bay breezes! King-sized Casper bed in romantic antique Cape Cod studio cottage with private entrance & patio, in-room double-slipper claw foot tub, luxe bath amenities, Brooklinen sheets. Just renovated soup-to-nuts! Marble & antique wooden floors, decorated with rotating collection of antiques, original local art & great light. Nestled along historic route 6A (Main Street) near other galleries, museums, walking trails, ponds and beaches; 90 seconds to closest beach.

Top guest favourite

Home in Dennis Port

5 out of 5 average rating, 16 reviews

Sea Cottage - Dennis Port

Escape to the serenity of Dennis Port with this delightful 2-bedroom, 1-bathroom cottage that promises the quintessential Cape Cod experience. Nestled in a prime location near pristine beaches, this property offers the perfect blend of coastal living and comfort. ''Sea'' is one of 3 cottages at ''The Getaways'' available for year-round rental. 0.5 Miles to Inman Road Beach 0.5 Miles to The Ocean House 0.7 Miles to Raycroft Beach 0.9 Miles to Pelham House Resort 0.9 Miles to Sea Street Beach

Guest favourite

Cottage in Yarmouth

4.92 out of 5 average rating, 479 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Superhost

Home in South Dennis

5 out of 5 average rating, 4 reviews

Cape Cod's Beach Rose

Bring the whole family to this great place with lots of room for fun. This newly listed property is like new and boosts many amenities. It is centrally located in South Dennis. It is near Kelly's Bay and down the street from Mayfair Boat yard. Johnny Kelly Park is also down the street. Named after our own Marathon Man, Johnny Kelly. There are walking trails a playground, Tennis, Basketball, court's and a Baseball field. Being centrally located and the only Town with beaches on both sides!

Guest favourite

Flat in Dennis Port

4.97 out of 5 average rating, 107 reviews

Apartment suite|pond access|Firepit|Private Deck

Enjoy a stylish experience at this centrally-located spot. Our newly built apartment suite is within walking distance of Dennis Port for restaurants, yoga, and an organic market. Private parking, entrance, and deck along w/ water access to Swan Pond. A full kitchen & Bath equipped with a new LG washer + dryer makes this space feel like your home away from home. Explore, play, rest & relax. We have all you need for a wonderful retreat to make your trip to the Cape an enjoyable one.

Guest favourite

Home in East Dennis

4.94 out of 5 average rating, 301 reviews

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.

Top guest favourite

Home in Yarmouth Port

5 out of 5 average rating, 68 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ 2 Kayaks & 2 Paddle boards & life vests ☆ Beach chairs provided ☆ Outdoor shower (open May through fall) ☆ Traditional Sauna (open all seasons) ☆ 3-season patio ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ Linens, all towels ☆ 2 King Beds with 50" TVs in bedrooms ☆ Boat launch nearby ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Superhost

Cottage in South Dennis

4.88 out of 5 average rating, 421 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!