Vacation rentals with a kayak in Worcester County

Otter's Paradise

Welcome to our luxurious lake house in Gardner, Ma! Located on a quiet private pond, this home feels just like a hotel while letting you enjoy the lake life. The house is cozy and well-furnished, offering beautiful views and a peaceful space to relax. You can enjoy fun outdoor activities like kayaking or fishing, simply unwind on the deck. 10 min away from Mt Wachusett, you can hit the slopes, hiking, nearby, you'll also find exciting activities like skydiving, ice skating, at trails and more.

Private waterfront home!

“La Casita” is a private waterfront home near Umass medical! Modern 1-2 bedroom home with a Master Bedroom on the second floor and a multi use room that can be used as a 2nd bedroom with a full size futon. There is a 3 season porch with a dining nook which leads out to a big outdoor deck. There are multiple ceiling fans and water toys for renters use. No pets or smokers. This is a quiet, family oriented neighborhood with another home on the lot with small children so calm renters only please.

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Wild Blueberry Farmhouse: Nature & Sports!

Welcome to Wild Blueberry Farmhouse, your private spring retreat in the heart of nature! Our home is the perfect place for families and friends to relax, unwind, and reconnect. Enjoy the warmer weather on our professional tennis, pickleball, and basketball court. Take a peaceful hike on the nearby trails. In the evening, gather around the outdoor fire table for s’mores and stargazing. Don’t miss the spring events at the Red Apple Farm, ranked among the best orchards in the country by USA Today!

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

The little house on Mirror Pond

Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace (our apologize but it is currently not working) with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Escape to the Lake!

Relax with family or friends at this little slice of heaven directly on Sunset Lake. The west facing views make the lake live up to its name. We purchased this home in fall 2023 so all furniture, paint and fixtures are relatively new! While this home is outdoor living at its best, we do have WiFi and TV for those who want it. There are 2 kayaks for use as well as a covered hot tub with lake views. You can walk into the shallow water from shore and jump off the dock with ease.

Stunning Sterling Sanctuary: Unwind on the Water!

Feel your worries drift away along the freshwater when you stay at this spacious 3-bedroom, 1.5-bath Sterling vacation rental! Nestled on the serene shores of East Waushacum Pond, this home ensures a fun-filled stay for all. Spend your days exploring the water-by kayak or paddle board-and put your toes in the sand at Sterling Town Beach! When the sun sets, cook a delicious dinner on the gas grill and roast s'mores over the fire for dessert. Adventure is calling -book now!

D. Chief's Lodge Cheerful Cabin at the Camp

Year round house: you'll have a great time at this comfortable place to stay. Camp Mishnoah, a former Girl's Club Camp, is undergoing restoration into a wellness retreat. This rental is a stand alone house. A very comfortable queen size bed and a single bed in a separate bedroom, lodge style living room with a vaulted ceiling, full kitchen, bathroom with shower and a half bath. Access to the pond and hiking trails. Nearby Sturbridge Village and Tree House Brewery.

Barred Owl Retreat: Sunny 4 Bdr Apartment

This sunny 4 bedroom/2 bath apartment in historic home sits on the Worcester/Leicester line located beside Maple Hill Disc Golf Course in Leicester near all Worcester attractions and restaurants. Small kitchen with Kurig; Smart TV, AC. Feel peace with streams, ponds, and meditation garden. Visit with the chicks and ducks; enjoy fresh eggs, flowers, and vegetables, games on the lawn, campfires, kayaks, and hikes. Contact for special events or groups.

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.