
Places to stay near Fort Trumbull Beach
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Top-rated holiday rentals near Fort Trumbull 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.

Chic Coastal Retreat: Modern Apt Steps from Beach
Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

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.

Fall Sale! CozyCottage/WalktoBeach/Pet-friendly
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

2BR Beach Escape Near Yale, NYC Train
Charming Milford Cottage-Your Coastal Escape-Beach, Town and NYC Train! This adorable cottage is perfect for a getaway, visiting colleges or traveling nurses. Enjoy a day on the beach (5 min walk), shopping/eating downtown or take the train into NYC (15 min walk). Start your day with a cup of coffee on the front porch rockers or cook a delicious meal in the well-equipped kitchen! Super cozy and charming...we can't wait to welcome you! Absolutely no parties permitted.

Downtown Milford New,Train Access,Gym,Unit 2A
Discover a roomy studio apartment bathed in natural light within the newly developed Metro on Broad community in Downtown Milford. Adjacent to the Metro North Train Station, it provides quick access to New Haven, Yale, Smilow Hospital, and Fairfield County. This apartment comes complete with upscale furnishings, modern art, and stainless-steel appliances, including a washer and dryer. Your stay in the Milford, CT area is sure to be enhanced in this stylish living space.

Downtown, Private balcony, 1gb fiber Wi-Fi
Charming 2nd floor one bedroom apartment with a separate entrance located in Milford's Historic district south of the green. You'll be 0.4 miles to the Milford train station. It's only 0.3 miles to the Milford Green which features restaurants, nightlife, and the Milford Harbor. Three local breweries are within 20 minutes of driving. Enjoy 17 miles of coastline where you can swim, kayak, and paddle board. Check in time is flexible with self check in lockbox.

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Bright, Stylish & Cozy Suite
Welcome to your calm and peaceful retreat — a bright, stylish, and cozy suite designed for comfort and relaxation. Enjoy a sunny bedroom filled with natural light and beautiful views that make every morning special. This private space offers a quiet escape from the city buzz, blending modern style with a warm, homey feel. Perfect for those who appreciate calm surroundings, soft sunlight, and a touch of elegance in every corner.

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN
Peaceful Classic1920s Milford beach cottage steps from Silver Sands Beach & boardwalk. Blending coastal charm with modern comfort, it’s perfect for vacations, remote work, or longer stays. Walk to downtown shops, restaurants, and train. Ideal for Yale visitors, travel nurses, or weekend getaways. Enjoy a private, pet friendly retreat surrounded by nature yet close to New Haven, NYC, and Connecticut’s best shoreline attractions
Popular amenities for holiday rentals near Fort Trumbull Beach
Apartment rentals with wifi

Clean 1 BD apt with Free Wi-Fi and parking

Stunning, Spacious, Spotless. Close to Yale.

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

Downtown gem w/ parking, Wi-Fi+!

Chateau Blanc Yale

1856 Trading House close to water

Cozy private furnished apartment

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

Modern 3 Bedroom Home with Beach Views

Bobby's Beach Bungalow

Newly Built Beach House Getaway

Private 1-Bdrm Apt in West Haven

Cute 2 bed 1 bath beach house

Modern Beach Getaway

Cozy Studio in Bridgeport

Luxe cozy 2br/1ba Milford bungalow-walk to beach!
Apartment rentals with air conditioning

Renovated Apartment in a Historic Farmhouse Estate

Sunny Fairfield Studio Apartment

Stylish Sheek Loft Ricport Studio 2, Downtown

Retreat in New Haven by Stephanie and Damian

Peaceful apartment on 3.5 acres w/ Artist studio.

Huckleberry Quarters, the Cozy Redding Retreat.

The Pond Mill Retreat w/ 2 Bdrms & Pool

Seaside Studio in Historic Bridgeport Brownstone
Other great holiday rentals near Fort Trumbull Beach

Downtown 2br-patio & walk 2 shps

Seasonal Experiences that Keep it Local! Book NOW!

The studio downtown

Seasonal Experiences that Keep it Local! Book NOW!

Spacious Gulf Beach Home

Walk to the beach

Beautiful Cozy Apt/ Soaking Tub & Serene Vibes

In-law Private Studio Apartment
Destinations to explore
- Yale University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Thunder Ridge Ski Area
- Bronx Zoo
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Rye Playland Beach
- TPC River Highlands
- Jones Beach State Park
- Cedar Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Hudson Highlands State Park
- Sunken Meadow State Park
- Jennings Beach
- Sandy Beach




