
Places to stay near Woodmont Beach
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Top-rated vacation rentals near Woodmont Beach
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The Boathouse, private downtown Harborside suite
The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Bright 1 BR Apt Steps From Yale
Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Fall Sale! Cozy Bungalow/Pet-friendly/Walk2Beach
Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

Luxury Apt with Parking and Gym | Downtown at Yale
Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

Lovely water front lower-level loft, free parking
This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN
Classic 1920s beach cottage perfect for your summer at the shore! It is tucked away on a quiet street, across from Silver Sands Beach Milford. This cozy cottage offers 2 bedrooms with bonus loft sleeping area. In one of CT's most desired shoreline locations, steps to the private beach & Silver Sands State Park boardwalk, walnut beach, ice cream and cafe. Close to downtown green which offers bars and restaurants, train to NYC and New Haven, Yacht Clubs and Yale. Beach Vacation. Pet Friendly!

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*

Enchanted Cottage on the Marsh, walk to beach
Enjoy an idyllic stay at Enchanted Cottage on the Marsh! Private, quiet one bedroom cottage on Farm River with breathtaking views from deck. Take in the herons, ospreys and other birds among the natural surroundings while relaxing on your very private deck. Or take a stroll to the neighborhood beach, trails or a restaurant. Enjoy daily retreat from everyday life. We want you to have a relaxing stay with us, free from worry. 10 min walk to beach, trails, 10 min drive to Yale University.

Urban Garden Suite
Relax & Recharge in Westville’s Hidden Gem in. We Haven✨ Unwind in this serene, sun-filled, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. 💫 Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

*Sale* HGTV reno! Steps to shops & water | Firepit
*Inquire now monthly discount Jan* *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 speeds
Popular amenities for vacation rentals near Woodmont Beach
Condo rentals with wifi

Stunning, Spacious, Spotless. Close to Yale.

1856 Trading House w/ walk to water

Entire place to yourself Cromwell/Middletown Line

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

Downtown gem w/ parking, Wi-Fi+!

Brownstone Downtown New Haven | Central Yale

Sunrise Retreat: Luxe Master Suite, Ocean Views!

Comfortable, Beautiful Apartment-Close to Downtown
Family-friendly house rentals

Adorable Beach House on LI Sound

Westshore Luxury

Beautiful, Spacious, Waterfront Home on the Bay

Cozy Milford Beach House

1 Bdrm Apt in West Haven

Beach House steps from sand & Amazing Views

Spacious 4 bedroom, oasis with ocean views galore

Seaside Cottage: water views, walk to beaches!
Apartment rentals with air conditioning

Downtown, Private balcony, 1gb fiber Wi-Fi

Your CT Pizza Palace awaits! - Full Apartment

The Farmhouse Estate Apartment

Stylish Sheek Loft Ricport Studio 2, Downtown

Perfection! 2 Bedroom Apt. Friends or Family!

Retreat in New Haven by Stephanie and Damian

Peaceful apartment on 3.5 acres w/ Artist studio.

Huckleberry Quarters, the Cozy Redding Retreat.
Other great vacation rentals near Woodmont Beach

Tranquil seaside cottage

Charming Riverview Home *Near Train & I-95

Riverfront Antique Cabin in the Heart of Madison

Escape Romantico Sobre Ruedas

Beachy Bay Breeze Bungalow 2BR with parking and close to many amenities.

A Lovely Cottage in the Woods

Your own Thimble Islands private cottage!

Peaceful Beach Cottage Vibes
Destinations to explore
- Yale University
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Ocean Beach Park
- Walnut Public Beach
- Thunder Ridge Ski Area
- Bethpage State Park
- Shinnecock Hills Golf Club
- Rye Playland Beach
- Rowayton Community Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Outer Beach at Smith Point County Park