
House vacation rentals in Orange
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Top-rated house rentals in Orange
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Charming 3 bedroom Beach Front Cottage
The third week of July and August are open! Enjoy the solitude of the beach as the tide ebbs & 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.
4.91 out of 5 average rating, 69 reviews
3 Bedroom Beach House with Hot Tub!
Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.
4.97 out of 5 average rating, 158 reviews
2 Bedroom with sweeping views of Long Island Sound
Entire 1st floor apartment with private entrance. A spacious layout with spectacular views of Long Island Sound from your private deck. Convenient location; minutes to downtown Milford, train station, beaches, restaurants, and shopping. 15 minutes to Yale and famous New Haven landmarks. Walking distance to local restaurants, beaches, and an ocean-side playground. Public Beach: 7 minute walk - 0.4 mi Restaurants: 6 minute walk - 0.3 mi Playground: 2 minute walk - 250' *NO SMOKING*
4.98 out of 5 average rating, 126 reviews
The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95
4.99 out of 5 average rating, 194 reviews
Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
4.97 out of 5 average rating, 270 reviews
Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.
4.99 out of 5 average rating, 113 reviews
Westville Schoolhouse by Stephanie and Damian
The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.
5.0 out of 5 average rating, 131 reviews
Westshore Luxury
Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.
4.82 out of 5 average rating, 187 reviews
Fully renovated/Walk to water & shops/fenced yard!
*Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed
4.98 out of 5 average rating, 162 reviews
Cozy Colonial - Private Hot Tub & Entire House
The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.
4.96 out of 5 average rating, 242 reviews
Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.
4.96 out of 5 average rating, 233 reviews
#1 Milford Beach (across street) Charles Isle 2BR
Beachfront Bliss in Milford! ✨ This sun-drenched 2BR/1BA 1st-floor gem boasts stunning water views & direct beach access. Just steps to Silver Sands State Park, enjoy pristine beaches, scenic trails, & the iconic boardwalk. 🏖️ Relax in the private yard with sunset dinners, or explore Milford's vibrant downtown. Beach gear provided! Ideal for romantic escapes or family adventures.
4.94 out of 5 average rating, 146 reviewsPopular amenities for Orange house rentals
House rentals with a pool

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
4.88 out of 5 average rating, 130 reviews
Breathtaking Panoramic Waterfront
4.93 out of 5 average rating, 46 reviews
Modern home with a private Heated pool and jacuzzi
4.83 out of 5 average rating, 84 reviews
3‑Acre Weston Retreat w/ Pool & Basketball Court
5.0 out of 5 average rating, 31 reviews
Colonial yellowhouse
4.76 out of 5 average rating, 17 reviews
Amazing Paradise, Seasonal Pool, BBQ, Pool Table.
4.95 out of 5 average rating, 74 reviews
Bluewater Lodge | Pool, Dock, Fire Pit
4.97 out of 5 average rating, 38 reviews
Lovely Country Retreat:
4.94 out of 5 average rating, 96 reviewsWeekly house rentals

Modern Beach Mood 2! (17)
4.92 out of 5 average rating, 53 reviews
The Salty Porch
5.0 out of 5 average rating, 56 reviews
Luxe cozy 2br/1ba Milford bungalow-walk to beach!
5.0 out of 5 average rating, 71 reviews
Bohemian Beach Oasis- Private Beach
4.89 out of 5 average rating, 56 reviews
Peaceful Beach Cottage Vibes
4.88 out of 5 average rating, 25 reviews
Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit
5.0 out of 5 average rating, 31 reviews
Relaxing Waterview Getaway
4.99 out of 5 average rating, 82 reviews
4BR Beach Home | Walk to 3 Beaches | Sleeps 10
4.89 out of 5 average rating, 84 reviewsPrivate house rentals

Private 1-Bdrm Apt in West Haven
5.0 out of 5 average rating, 43 reviews
Beautiful, Spacious, Waterfront Home on the Bay
4.98 out of 5 average rating, 44 reviews
Oceanfront Couples Retreat | Pvt Beach + Firepit
4.88 out of 5 average rating, 82 reviews
La Sirena Beach Cottage in private Bayview Beach
4.98 out of 5 average rating, 49 reviews
Beach House steps from sand & Amazing Views
4.97 out of 5 average rating, 29 reviews
7 Mins drive to Yale | Large fenced yard
4.96 out of 5 average rating, 76 reviews
Modern Beach Getaway
4.95 out of 5 average rating, 98 reviews
New Cape Home By The Beach Fire pit & BBQ
5.0 out of 5 average rating, 12 reviewsDestinations to explore
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- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Thunder Ridge Ski Area
- Ocean Beach Park
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Kent Falls State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Robert Moses State Park Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Ski Sundown
- Sherwood Island State Park
- Meschutt Beach
- Orient Beach State Park
- Wesleyan University
- Splish Splash Water Park
- Long Island Aquarium





