
Holiday houses in Dexter
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Dexter
Guests agree: these stays are highly rated for location, cleanliness and more.

Whole House Hosted By Lisa
Relax with the family at this peaceful home located in the Town of Watertown. 2 bedrooms with 1 queen & 1 full size bed. Newly renovated & beautifully landscaped. Private driveway just 5 mi from Shopping District, Restaurants, & Downtown Watertown. 3 mi from Dryhill Ski Area & just 5 min. from Samaritan Hospital. Not far from airport or Lake Ontario Offered is a Full Kitchen, 3 Wifi smart TV's in bedrooms & living room, Internet, fireplace, front & rear entrance, decks on front & back doors, AC
4.94 out of 5 average rating, 108 reviews
Lone Star North Cottage
Relax and recharge at this secluded, scenic getaway! Located on over 50 acres of farmland, this new build has 2 bedrooms, 1.5 bathrooms, a full kitchen with essentials & gas stove, two large porches with seating, parking on site, a grill, and a fire pit. Walking trails in nearby Sackets Harbor. Boating, hunting, fishing, wildlife, and nature viewing are nearby. 4 miles from ART airport, 5 miles from Sackets Harbor&Lake Ontario, 7 miles from Watertown & Black River, and 20 miles from Fort Drum.
5.0 out of 5 average rating, 44 reviews
Stylish&Modern Apartment Near Fort Drum Watertown
Nice Apartment located only 10 minutes away from Fort Drum! This place beats any hotel stay! It’s in a centralized location, clean and stylish! For any tourist visiting any upstate New York attractions, or simply looking for home away from home, this is your place! There are 4 camera’s installed. One facing the driveway entrance, one facing each door entrance one facing the driveway. If you decided to book please mention if you'll have guest visiting and how many vehicle's you'll have.
4.98 out of 5 average rating, 290 reviews
Lakehouse & Tiki Hut on Guffin Bay
The Bayside Villa is a beautifully renovated cottage on 100 feet of breathtaking private waterfront. It overlooks the serene Guffin Bay, which boasts some of the area's best fishing, swimming, boating & kayaking. You will enjoy relaxing days, the most breathtaking sunsets and cozy, starlit nights in front of the bonfire. The Tiki Hut is it's own retreat where you can read, play games or just stare at the water from a comfy chair. You will want to return here to make memories year after year!
4.97 out of 5 average rating, 38 reviews
Chaumont Bay Getaway | Luxury Waterfront/Hot Tub
Escape to this unique & tranquil getaway in 1000 islands vicinity. The spacious lake-view sunroom is perfect for relaxing. The master suite features a king bed and an ensuite bathroom. Relax in the hot tub [seasonally May-December] overlooking the lake or lounge at waterfront pergola with gas fire-pit. Chaumont Bay, one of world's largest freshwater bays, is a sought-after summer destination. We are a short drive to local tourist attractions in Alexandria Bay, Clayton, and Cape Vincent.
4.89 out of 5 average rating, 132 reviews
Peaceful Getaway
Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!
4.99 out of 5 average rating, 142 reviews
On the Black River - close to awesome fishing!
Charming home built in 1900 w/ 3 bedrooms, 2 full baths in a perfect location- close to Thousand Islands, Fort Drum and Canada. Minutes away from northern NY's best fisheries. We provide all the essentials for your stay including coffee, cream and sugar, fresh towels and linens, shampoo, body wash, hair dryer and laundry detergent. Very peaceful home with incredible views of the Black River. Relax on the back deck or around the firepit on cool evenings.
5.0 out of 5 average rating, 53 reviews
Lake House Retreat
Welcome to our lake house, where stunning sunsets are a daily highlight! Nestled on the shores of a serene lake, this retreat offers breathtaking views and a peaceful escape from the hustle and bustle. Whether you're lounging on the deck, fishing off the dock, kayaking, swimming, or simply enjoying the evening sky, you're in for a memorable stay. We hope you make the most of this beautiful setting and create some unforgettable moments.
4.85 out of 5 average rating, 72 reviews
Lake America/Ontario Waterfront w/ dock & kayaks
Lakefront retreat sleeps 11 with 4 bedrooms, 2 baths, and parking for 6 (or 4 with full RV hookup). Features a fully updated kitchen, cozy indoor fireplace, and waterfront access with unrestricted lake views. Multiple outdoor spaces include a fire pit overlooking the water—perfect for gatherings and relaxation for the entire family. Sit back, kick your feet up and watch the sunset set over the Lake Ontario from the upper or lower deck!
4.83 out of 5 average rating, 18 reviews
Black Bay Chalet- Charming Lakeside Hideaway
Relax on the couch and let the gentle lake breeze drift through the sliding doors, accompanied by the calming sound of waves. Enjoy breathtaking panoramic views of Lake Ontario from the comfort of the living room or while sipping a drink on the back deck—views that truly never disappoint. Perfect for couples or families, this cozy lakeside home is made for slowing down, unwinding, and creating fun, lasting memories by the water.
4.96 out of 5 average rating, 72 reviews
Hazel's Lookout - relax with stunning sunsets
A perfect retreat for individuals, couples, or small families, our house boasts views of the most beautiful sunsets on the pristine waters of Lake Ontario. Whether you're looking for a peaceful stay or access to many types of adventures our house is a perfect location for both! . With ducks diving for fish right out the back door, you’re likely to spot a variety of wildlife, often including bald eagles, deer, and cranes.
4.98 out of 5 average rating, 125 reviews
Sunset Cottage on Lake Ontario at Pillar Point
A peaceful place to relax on the shore of Lake Ontario, right on the point of Pillar Point. Enjoy the gentle breeze, lapping waves, and tranquil space. Take in the sunset almost every evening. You will find everything you need for a quiet, restorative getaway. Swim, kayak, read, reflect. A perfect hermitage for clergy, couples, and those who serve and care for others. Guests must be over 21 to book this property.
4.98 out of 5 average rating, 66 reviewsPopular amenities for Dexter holiday rentals
Other great holiday rentals in Dexter

Lake It Easy - NNY Waterfront Home on Lake Ontario
5.0 out of 5 average rating, 4 reviews
The Lodge | 10 min to Sackets Harbor & Watertown
5.0 out of 5 average rating, 22 reviews
Kavalaney’s Rest - Cozy Log Cabin Sleeps 9
4.92 out of 5 average rating, 52 reviews
Cozy Lakeview/AC Home Stays, Next to Fishing Site
4.89 out of 5 average rating, 37 reviews
Historic Hideaway on Sawmill Bay
4.81 out of 5 average rating, 42 reviews
Beautiful oak timber framed stone cabin. 3000 sq f
4.91 out of 5 average rating, 89 reviews
1066 Hastings House
4.9 out of 5 average rating, 42 reviews
3 Mile Retreat - Waterfront Getaway/Pet Friendly
4.9 out of 5 average rating, 84 reviewsDestinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Providence Holiday rentals
- Thousand Islands National Park
- Thousand Islands
- Kingston 1000 Islands Cruises
- Lemoine Point Conservation Area
- Charleston Lake Provincial Park
- Tug Hill
- Thousand Islands Winery
- Frontenac Provincial Park
- Sandy Island Beach State Park
- Boldt Castle & Yacht House
- Clayton Island Tours
- Lake Ontario Park
- Snow Ridge Ski Resort





