Holiday rentals in Dennis

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Top-rated holiday rentals in Dennis

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Top guest favourite

Flat in West Dennis

5 out of 5 average rating, 103 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, 120 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, 187 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, 116 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!

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!

Top guest favourite

Cottage in South Yarmouth

4.98 out of 5 average rating, 100 reviews

Charming Cape Cod Getaway near Beaches

Welcome to Cape June Cottage! This home is just minutes away from the best beaches, restaurants, and activities on the Cape. Walk just 5 minutes to Long Pond where you'll find a small beach, basketball court, and playground. Drive 5 minutes to Bass River Beach, Pirate's Cove mini golf, and the scenic Cape Cod Rail Trail. We offer complimentary electric vehicle charging for guests, so you'll never have to worry about running out of power (see notes below). We hope you enjoy your stay!

Guest favourite

Flat in Dennis Port

4.97 out of 5 average rating, 108 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.

Top guest favourite

Home in Dennis Port

4.96 out of 5 average rating, 201 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.

Guest favourite

Home in East Dennis

4.94 out of 5 average rating, 302 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.

Superhost

Cottage in South Dennis

4.88 out of 5 average rating, 423 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!

Top guest favourite

Apartment in Dennis Port

4.96 out of 5 average rating, 178 reviews

#1 Mermaid Haven Studio 300 yards to Glendon Beach

Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a twin bed, kitchenette 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.

Top guest favourite

Cottage in West Dennis

4.99 out of 5 average rating, 119 reviews

5 min walk to beach w/ Fire Pit & Modern Amenities

Just 5 minutes from the beach, this updated Cape Cod home is perfect for small families seeking a relaxing getaway. Inside, enjoy a remodeled space with modern comforts and cozy charm. Out back, unwind on the patio with a lush lawn and easy-start gas fire pit—great for dinners or s’mores under the stars. Stocked with linens, beach gear, toys, games, Wi-Fi, AC, full kitchen, and grill. Close to Holiday Hill mini golf, ice cream, and seafood shacks!