
House vacation rentals in Middlesex County
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Top-rated house rentals in Middlesex County
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Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

Luxury Stay in Expansive Historical Home
The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

The Dragon Fly Garden
The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet

Connecticut Chalet: Winter Nights by the Fire
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

Charming home, easy access to everything Branford
Full home, comfortable and very well equipped. Private fenced in backyard with patio dining area. Off-street (driveway) parking. Short Walk to the Shoreline Greenway trail. Less than a mile to downtown, parks, beaches, restaurants, marina, Stoney Creek Brewery. Near event venues, The Owenego and Pine Orchard club. Close to New Haven. Family(kid) Friendly home with private fenced in backyard with patio dining area. Equipped with Pack N Play, highchair, booster seat, etc

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON
INSTANT BOOK: Apr 2026 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

Family Stays, CT
Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our welcoming home is an ideal choice for families, solo travelers, couples, professionals, business travelers, and almost anyone. Whether you're here to explore Middletown or the surrounding Connecticut towns, you'll have the entire property to yourself for a comfortable and enjoyable stay.

Historic Home and Cottage with Seaport View
Experience historic Mystic from our bright 4-bed, 2-bath waterfront home. Overlooking the Mystic Seaport Shipyard, this unique property features a main house and a detached cottage, comfortably sleeping your group. Enjoy the private garden, modern amenities, and a short walk to downtown shops and restaurants. Perfect for a family-friendly New England getaway!
Popular amenities for Middlesex County house rentals
House rentals with a pool

Casino Wine Down House with Winter Igloo

Breathtaking home with unforgettable views & pool!

FREE Private Indoor Heated Pool - Mystic Home

Coastal Retreat with Pool!

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

mid century ranch style house on farmland
Weekly house rentals

Adorable Beach House on LI Sound

Tinker Gardens

"Sunset Shores" Lakeside Oasis

Boulder Lake House Retreat

Winter at the Haddam House

4 Bedrooms Modern Home with Water View & Access

The Farmhouse Stay

Historic House by the River
Private house rentals

Cozy Waterfront Home w/ Hot Tub Connecticut River

Pet Friendly Cozy Home for Work/Leisure

Killingworth Estate - Elite Amenities & Finishings

Waterfront Lake House on Pickerel Lake

Private 1-Bdrm Apt in West Haven

Private Entire Home • Close to New Haven & Shore

5 Star Branford Cozy Cottage

Mulberry Seaside Cottage
Destinations to explore
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- Rentals with a washer and dryer Middlesex County
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- Rentals with lake access Middlesex County
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- Rentals with a patio Middlesex County
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- Beachfront rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a fire pit Middlesex County
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- House rentals Connecticut
- House rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- East Matunuck State Beach
- Long Island Aquarium
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Mount Southington Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Burlingame State Park
- Yale University Art Gallery
- Ski Sundown
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Wölffer Estate Vineyard
- Bluff Point State Park




