Vacation rentals with a kayak in Milford

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Top-rated kayak rentals in Milford

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Guest favorite

Home in New Fairfield

4.94 out of 5 average rating, 16 reviews

Escape to a Celebrity Chef's Waterfront Sanctuary

-- HIGHLIGHTS-- ➳ Minutes from Kent Falls ➳ Mins from Squantz State Park ➳ 15 Minutes to Thunder Ridge Mtn. ➳ Dock, Paddle boards, Kayaks, and a Water Slide dock provided Prepare to be awestruck as you step into this remarkable waterfront sanctuary, situated on the coveted shores of Candlewood Lake. Just a scenic 90-minute drive from the bustling metropolis of NYC, this extraordinary abode offers an unparalleled opportunity to indulge in the lifestyle of a renowned Food Network celebrity chef.

Guest favorite

Home in East Haven

4.96 out of 5 average rating, 132 reviews

The Breakaway - a waterfront gem.

Located next to historic Lighthouse Park, this Morgan Point, California-style bungalow overlooks a lighthouse and breakwater that protect New Haven Harbor. Prepare oceanfront dinners in your modern kitchen; relax to sunrises, sunsets, & the sound of waves. A quiet beach is steps from the door for swimming and kayaking. New Haven sights, restaurants, & nightlife are only minutes away. Picturesque coastline communities, local vineyards, breweries, fall foliage, & commuter rail to NYC are nearby.

Guest favorite

Home in New Fairfield

5 out of 5 average rating, 24 reviews

Direct Lake Access - Priv Dock, Kayaks, EV Charger

Welcome to "Anchors Away", nestled directly on a main artery of Candlewood Lake, CT. 90 min from NYC. Feet from lake edge. Kayaks & EV charger. W/car arrival, stand on your perch, observe the views & cascade down the STAIRS to the private grounds. Drop your bags, grab a towel & cartwheel into the lake. W/ boat arrival, drop your anchor at our private dock. Enjoy 3 BDR 3 full BTH home, with lake access year-round. Walkable community. Sleeps up to 8 maximum. No gatherings. No daytime visitors.

Guest favorite

Home in New Fairfield

4.94 out of 5 average rating, 72 reviews

The Lakeside Nook

Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. Located close to the lake, the home features 3 bedrooms, 2 full baths, plenty of indoor and outdoor entertaining space, 2 fireplaces (gas and wood burning stove) and large table for family meals. Toiletries and all linens are included and we have paddle boards available for guest use . Please read house rules before booking.

Guest favorite

Guest suite in Newtown

4.94 out of 5 average rating, 94 reviews

waterfront on Lake Zoar[ SUITE]

Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

Guest favorite

Home in Woodmont

4.93 out of 5 average rating, 14 reviews

Charming 3 bedroom Beach Front Cottage

The Fall is a great time to enjoy the solitude of the beach and watch as the tide ebbs and flows on warm days and cool nights. Have fun with the whole family, friends or loved ones at our beach front escape. Perfect for some fun in the sun. An amazing Sandbar at low-tide, a deck to relax on and a cozy inside are just a few of our great amenities. There is also a Kayak, Paddle-board and raft to enjoy. Feel free to use the fire-pit or fish off the beach. The opportunities are endless.

Guest favorite

Cottage in Middlefield

4.97 out of 5 average rating, 96 reviews

Anchors' Away-

Anchors Away! Is the perfect setting for a quick get away! Or a prolonged vacation! Where reading, chilling, fishing, boating are not just words--Its a state of mind!! If you were any closer to the lake, you would feel as if you were on a houseboat... Every amenity is here for you to enjoy. Convenient to Interstate 91, Merrit Parkway, RT. 9.Recently gut renovated you will find the luxury of a hotel, yet quiet enjoyment. The property has two full bedrooms-one full bath-large great room!

Superhost

Home in Danbury

4.67 out of 5 average rating, 18 reviews

Enchanting 3 Bedroom Lake House on Candlewood Lake

Enchanting house directly on Candlewood Lake in Danbury CT. Private dock, and 115' of private water front. Swim, kayak, fish, float around and enjoy the lake life. Relax with a cup of coffee or a glass of wine on the large back deck and enjoy the beautiful lake views. The house has three spacious bedrooms and a lower level with a bunk bed for additional accommodations. We have two kayaks and various floats for use. Boats and kayaks can also be rented from one of the local marinas.

Guest favorite

Home in Danbury

4.88 out of 5 average rating, 133 reviews

Candlewood Lakefront Retreat

This beautiful custom-built lakefront house is located only 90 min from NYC. Surrounded by nature, it is serene and peaceful. This spacious and cozy home has panoramic views from the living room, office, and master. The owners have tastefully updated throughout. If you are looking for a truly unique and peaceful retreat on the lake, come have an al fresco morning coffee, or sunset dinner while sitting outside on the deck gazing at the rippling lake.

Guest favorite

Cabin in New Fairfield

4.97 out of 5 average rating, 291 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars. Find us on IG @thelittlecabins

Guest favorite

Rental unit in Branford

4.95 out of 5 average rating, 22 reviews

Ocean front 1 bedroom apartment

This charming apartment is across the street from LI sound and has an outdoor shower for your use. It has been completely remodeled, including appliances and is large at 1300 sq ft. This is the ideal location for 2 people to unwind and get away from it all and enjoy the beach, put your kayaks in 50’ from property or enjoy the excellent restaurants and attractions along the Connecticut shore line.

Guest favorite

Tiny home in Milford

4.92 out of 5 average rating, 84 reviews

Beach Cabana

Location, location, location...This is a one of a kind tiny house! Quaint beach cabana - direct waterfront. Full galley kitchen, loft with queen bed, full bath, sitting area with tv etc. Take a walk on the beach or relax by the firepit. Downtown is a short drive with many culinary options to choose from and access to train.