
Cottage holiday rentals in Dennis
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Top-rated cottage rentals in Dennis
Guests agree: These cottages 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.

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!

The Strandloper / Beachwalker Cottage
This very clean and spacious 1 bedroom cottage has AC, is within walking distance to two public Nantucket Sound Beaches and is centrally located on Cape Cod. The vaulted ceilings and ample array of windows gives off natural light and a sense of space. FYI The cottage's name, The Strandloper, the Beachwalker, is a member of an extinct tribe of Khoikhoi Bushmen who lived on seafood gathered along the beaches of Southern Africa. Walking beaches is just as special today as it was a millennium ago.

Oyster Isle-Steps from the Beach!
A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

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

★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

Walk to Beach - Experience Dennis Beach House - AC
A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

Newly renovated Cape Coddage! Location! Location!
Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
⚓️ THE SALT HOUSE⚓️ 👍🏼WFH desk/1200 Mbps wifi speed 👍🏼fenced in yard 👍🏼pet friendly ($30/per night pet fee) 👍🏼luxury bedding 👍🏼Roku tv in every room 👍🏼outdoor shower 👍🏼propane fire pit 👍🏼beach bikes 🏖1/2 mile walk to Parker’s River Ocean Beach, 🦞Skippers Restaurant/ice cream (Appx 10 min walk/5min bike ride! Under 5 min drive to -The Cape Cod Inflatable Water Park -The Whydah Pirates Museum -Pirates Cove Mini Golf -Skull Island Arcade with Go-Karts/batting cages

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport
Explore Cape Cod from a Beautiful Cottage in Dennisport Village Freshly updated and sunny! This cozy cottage exudes coastal charm. It has a large yard perfect for the kids to play & located just .2 miles to Glendon Beach on Nantucket Sound. It’s a great place to get away for a Cape Cod vacation: central AC, fenced-in backyard with a Weber gas Grill & fire-pit, quintessential outdoor shower, WiFi, Smart TV’s, updated kitchen including a dishwasher, washer & dryer.

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!

Cozy 1-bedroom cottage
Welcome to the Sandbox! Close to Englewood and Seagull beaches, mini golf, shops, dining, and walking distance to Cape Cod Inflatable Park and Wicked Waves water park. This central location makes getting to any place on the Cape a breeze. The cottage has a brand new kitchen and is furnished with a queen bed and a sofa. The perfect place for a getaway with your significant other or a fun time with a few friends! 2 beach chairs and small cooler included.
Popular amenities for Dennis cottage rentals
Cottage rentals with a hot tub

Hideout at Water's Edge, 131 North Shore Blvd, #4

Modern 1 bedroom cottage on 2 acres of waterfront.

Willows Main House

Best Little Beach Cottage!

The Crab Cottage@The Compound Beach Resort Habitat

Lakeside Waterfront House in Harwich: 4+beds, 3bth

The Front Cottage: Waterfront/Dock/Hot tub
Pet-friendly cottage rentals

Beach Cottage, without going over bridges to Cape!

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Adorable Gray Gables Beach Cottage

Beautiful clean walk to Town, Inkwell and harbor!
Cape Cod Classic Cottage Near Forest Beach

Coastal Cottage — 7 min walk to private beach

Ferry (Car) Reservations Available for Summer 2026

Charming cape cod cottage
Private cottage rentals

Steps to the Beach, Ocean View Dennisport Cottage

Bright, beachy Cape retreat

Harwich Hide-Away Cottage

2 Minute Walk to Beach, Cape Cod Escape

“Cozy Cottage” on Great Bay

Memorable Moments Cottage

Little Boho Retreat by the Beach

Cape Cod Charm with Modern Style--Fully Renovated
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 AUD | $266 AUD | $288 AUD | $284 AUD | $302 AUD | $366 AUD | $440 AUD | $422 AUD | $340 AUD | $281 AUD | $259 AUD | $280 AUD |
| 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 cottage rentals in Dennis

Total holiday rentals
Explore 190 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at $84 AUD per night before taxes and fees

Verified guest reviews
Over 11,150 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
190 of Dennis holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dennis rentals

4.9 Average rating
Dennis stays are highly rated by guests—averaging 4.9 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- New Silver Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Saquish Beach
- Race Point Beach
- Nauset Beach
- Skaket Beach
- Sea Gull Beach
- Scusset Beach State Reservation
- Marconi Beach
- Sandwich Glass Museum




