
Guesthouse vacation rentals in Dennis
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Dennis

Total vacation rentals
Explore 10 vacation rentals in Dennis

Nightly prices starting at
Dennis vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 1,690 verified reviews to help you choose

Wi-Fi availability
10 of Dennis vacation 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!
Top-rated guesthouse rentals in Dennis
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Charming Antique Cape Cod Cottage
Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!
LocationFamilyParking
4.93 out of 5 average rating, 297 reviews
Quaint Cape Cod Cottage
Quaint cottage on Cape Cod, perfect for a last minute getaway. Amazing location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within WALKING DISTANCE! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.
ValueLocationComfort
4.9 out of 5 average rating, 209 reviews
Charming Pond-Front Boathouse
Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.
LocationFamilyOutdoor spaces
4.94 out of 5 average rating, 150 reviews
Waterfront Cottage / Your Cape Escape
Welcome to our fabulous, waterfront, studio cottage! Come relax and recharge at our beautiful property on Pocasset River, just five miles from the Bourne Bridge. Warm water beaches, bike paths, scrumptious restaurants and fun night spots are abundant and close by :) A lovely village awaits at your doorstep; walking distance to everything you’d ever need! Your accommodating hosts, Mary Ellen & Dan respect your privacy, but are most delighted to help in anyway to make for your perfect stay!
ValueLocationSleep quality
4.99 out of 5 average rating, 104 reviews
Abundant Blessings Cottage-Wellfleet
Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.
LocationValueGetting around
4.97 out of 5 average rating, 204 reviews
Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.
ValueLocationKitchen
4.93 out of 5 average rating, 169 reviews
One bedroom guest house on beautiful Cape Cod
Second level guest apartment with one bedroom, bathroom, kitchen, large walk-in closet and living room. Just about everything you need to feel at home. There is A/C in the bedroom and the living area is well vented and has a large ceiling fan. Two golf courses are within 3/4 of a mile, public access beach and boat ramp are within 1 mile. You will also find kayaking, bike trails, walking trails and many other Cape Cod amenities just a short drive away.
FamilyValueNearby
4.97 out of 5 average rating, 264 reviews
Cozy studio in Plymouth
Coastal Charm Meets Cozy Comfort – Your Perfect Getaway Awaits! Beautifully designed studio just 3 minutes from the beach just cross the street! Vintage Farmhouse style – Fully renovated space with a well-equipped kitchen, modern bathroom, and cozy bedroom. Peaceful location surrounded by nature. Perfect for relaxing, unwinding, and enjoying the coastal lifestyle. 18 Minutes to downtown, restaurants, and shops — the ultimate coastal retreat!
FamilyValueAir conditioning
4.99 out of 5 average rating, 100 reviews
Cottage in Centerville (BEACH PASS)
Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.
FamilyValueWalkability
4.88 out of 5 average rating, 176 reviews
Cape Cod Cottage: Walk to the Beach in Brewster!
Brewster Cottage is a luxury guest house located right across the street from Ocean Edge Resort and Ellis Landing Beach! Living room has 1 queen size bed + 1 twin size bed that sleeps 2 people. Bedroom has 1 queen size bed that sleeps 2 people. The cottage sleeps a total of 4 people. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!
LocationValueView
4.94 out of 5 average rating, 105 reviews
“The Pink Cottage” in Historic South Yarmouth
“The Pink Cottage” is a charming one-bedroom private building nestled into a beautiful historic property in South Yarmouth. Enter through the pergola patio, enjoy a spacious living space with dining and kitchen area. The one-bedroom with large closet is comfortably outfitted with all linen necessities, full bath with stand-up shower. Outdoor shower just off the patio, grill and more! Very quiet and private.
FamilyLocationAccess
4.96 out of 5 average rating, 249 reviews
Romantic getaway in historic Barnstable village.
Private bath, entrance and parking. Walk to village, coffee shops, restaurants and harbor for Whale Watching Trips. Short drive to beaches, mall, the town of Hyannis, and ferries to Nantucket and Marthas Vineyard. Close to running, and walking trails. Two night minimum on weekends, three on holiday weekends. Check in at 12.00 noon, check out at 11.00 am.
LocationFamilyHeating
4.95 out of 5 average rating, 119 reviewsPopular amenities for Dennis guesthouse rentals
Family-friendly guest house rentals

Charming Private House all points Cape Cod!
FamilyLocationBackyard
4.85 out of 5 average rating, 27 reviews
Rustic Carriage House by the Sea
ValueLocationHeating
4.77 out of 5 average rating, 216 reviews
Charming Cottage in East Dennis
LocationValueComfort
4.82 out of 5 average rating, 11 reviews
Carriage house in historic district,walk to beach!
ValueFamilyGetting around
4.91 out of 5 average rating, 22 reviews
Adorable Cape Cod Cottage
FamilyLocationAmenities
4.98 out of 5 average rating, 80 reviews
Cottage - close to Brooks Park
FamilyLocationHospitality
4.96 out of 5 average rating, 28 reviews
Chatham Rose Arbors Artist Cottage
LocationValueHiking
4.9 out of 5 average rating, 91 reviews
Peaceful, Family-Friendly Cottage, w/Private Beach
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 22 reviewsGuest house rentals with a patio

Nautical loft guest house with hot tub and sauna
FamilyLocationIndoor spaces
4.94 out of 5 average rating, 123 reviews
Claw Foot Tub & King Bed at Club Tanuki Cottage
LocationCleanlinessCheck-in
4.97 out of 5 average rating, 30 reviews
Cozy Cottage
FamilyLocationCheck-in
5.0 out of 5 average rating, 47 reviews
the Elevated Escape
FamilyLocationDecor
5.0 out of 5 average rating, 39 reviews
Stylish Artist Cottage Near Beach &Plimoth Patuxet
FamilyLocationHospitality
4.91 out of 5 average rating, 33 reviews
Cape Thyme Cottage
LocationValueAmenities
4.96 out of 5 average rating, 73 reviews
West Falmouth treehouse
LocationNearbyComfort
5.0 out of 5 average rating, 9 reviews
*NEW* Bay Breeze Cabana | Pool, Hot Tub & Beach
LocationCleanlinessHospitality
4.83 out of 5 average rating, 6 reviewsGuest house rentals with a washer and dryer

Spacious Guest House in Falmouth Village
LocationValueBackyard
4.86 out of 5 average rating, 108 reviews
Osterville Guest House
FamilyLocationLong stay
4.91 out of 5 average rating, 87 reviews
Harwich Port - "Lee Side" cottage by the beach!
FamilyValueSleep quality
4.98 out of 5 average rating, 51 reviews
Private 1 king bedroom guest house-2021 built
LocationFamilyHiking
4.98 out of 5 average rating, 93 reviews
Carriage House - Oyster Pond, Steps to Beach+Town
LocationFamilyOutdoor spaces
4.95 out of 5 average rating, 37 reviews
Bright & Cozy with Patio, Grill near Beach & Golf
LocationFamilyAccess
5.0 out of 5 average rating, 52 reviews
Cape Cod beach inspired “Makondo” Suit Apartment!
LocationValueParks
4.91 out of 5 average rating, 56 reviews
Cozy, vacation home in a charming duplex cottage
LocationFamilyQuiet
5.0 out of 5 average rating, 56 reviewsDestinations to explore
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
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- East Sandwich Beach
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