
Holiday rentals in Dennis
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Top-rated holiday rentals in Dennis
Guests agree: these stays are highly rated for location, cleanliness and more.

Relaxing Retreat | King Beds * Sauna * Bar Shed
Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5â20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches itâs the perfect space to escape, explore and relax.

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

Romantic 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

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 & high-end sofas in a peaceful backyard đď¸ 2ď¸âŁ Kayaks- Outdoor Shower- Gas Grill đĽ Indoor Gas Fireplace âď¸ Mini Splits âď¸Games âď¸Washer/Dryer đş 55â Sony TV w/ Apps đď¸ Comfy FurnishingsâStocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! đ Centrally located â NO FEES âąď¸ Year Round Beach Vacation âĄď¸Bayside_Retreat_Capecod

Apartment suite|Firepit|Private Deck|Pond Access
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.

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.

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.

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 â perfect for families and groups.

@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. Itâs 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 TVâs, updated kitchen including a dishwasher, washer & dryer.

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. 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, & Bandera's Market in the summer. Call off season.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join
Popular amenities for Dennis holiday rentals
Other great holiday rentals in Dennis

Fall Smores! Close to beach w/modern amenities

Ocean Front Townhouse

Gorgeous Home 1 mi to Beach, by Cape Cod Bikepath

Family Retreat in the Heart of Cape Cod!

Stay & help⢠50% of Nov. bookings $ goes to SNAP

Antique Cape Home With Modern Conveniences

Holiday Cottage in Charming Dennis Village

Nehemiahs Nest: Healing Cape Cod Pond View Cottage
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $303Â SGD | $320Â SGD | $320Â SGD | $326Â SGD | $342Â SGD | $398Â SGD | $489Â SGD | $489Â SGD | $356Â SGD | $295Â SGD | $309Â SGD | $326Â 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 |
Frequently Asked Questions
Where should I stay in Dennis?
Make yourself at home in Dennis by choosing from our most frequently booked neighborhoods. We have over 1,200 vacation rentals in Yarmouth Port, over 1,510 vacation rentals in East Dennis, and over 2,070 vacation rentals in Dennis Port.
Are there vacation rentals with a dedicated workspace in Dennis?
Yes! Work meets play with ease at over 570 vacation rentals in Dennis featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cottage rentals in Dennis?
Experience the best of Dennis with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Dennis?
Four-legged friends are welcome in Dennis. Choose from more than 390 vacation rentals for guests traveling with pets.
Are there Dennis apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 apartment rentals with pools in Dennis, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Dennis have self check-in?
Absolutely! We offer over 30 condo rentals with self check-in in Dennis. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Dennis have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Dennis. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Dennis have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Dennis. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Bed And Breakfast Rentals in Dennis?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Dennis?
Dennis has more than 1,040 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Dennis

Total holiday rentals
Explore 1,660 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at $52Â SGD per night before taxes and fees

Verified guest reviews
Over 51,650 verified reviews to help you choose

Family-friendly holiday rentals
1,290 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 370 rentals that welcome pets

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
560 properties have a dedicated workspace

Wifi availability
1,640 of Dennis holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Dennis rentals

4.8 Average rating
Dennis stays are highly rated by guests â averaging 4.8 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Lighthouse Beach
- Minot Beach
- Nauset Beach
- Town Neck Beach
- Inman Road Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Peggotty Beach




