
Places to stay near Pond Point Beach
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Top-rated holiday rentals near Pond Point 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!

Fall Sale! Cozy Bungalow/Walk2Beach/Pet-friendly
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.

The Pond Mill Retreat w/ 2 Bdrms & Pool
Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

Cozy Milford Beach House
Charming beach house in lovely New England neighborhood. Walking distance to a few small little restaurants/bars and small shopping plaza. Beautiful hard wood floors throughout with carpets to make a warm inviting home. An updated on-demand hot water heater as well as a brand new washing machine updated 2021. Porch has a lovely ocean view with enough seating to eat outside or just hang out with a nice glass of vino or coffee. A few minutes from downtown Milford, train station and Gulf Beach.

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.

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

Charming 3 bedroom Beach Front Cottage
there is still time to enjoy the fall, the solitude of the beach 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.

La Sirena Beach Cottage in private Bayview Beach
Charming Milford Bayview Beach cottage. The perfect blend of coastal charm and comfort. Boasting 3 cozy bedrooms and an inviting outdoor space. You'll have a comfortable place to relax and unwind inside or out. Yet the real gem is our location -- just a short 2-minute walk to the beach, where you can soak up the sun, ride the waves or take a leisurely stroll along the shore. Whether you're seeking a romantic escape or a family vacation this cottage is tailored to meet your needs!

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.

Oceanfront Retreat with Hot Tub
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

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.
Popular amenities for holiday rentals near Pond Point Beach
Condo rentals with Wi-Fi

Clean 1 BD apt with Free Wi-Fi and parking

Stunning, Spacious, Spotless. Close to Yale.

1856 Trading House w/ walk to water

Cozy Condo in Fairfield with Parking and Laundry!

Downtown gem w/ parking, Wi-Fi+!

Cozy private furnished apartment

Comfortable, Beautiful Apartment-Close to Downtown

Sunrise Retreat: Luxe Master Suite, Ocean Views!
Family-friendly house rentals

Newly Built Beach House Getaway

Beachfront getaway in Milford

Private 1-Bdrm Apt in West Haven

Bright Milford Beach House w/ Outdoor Shower

Chic & Cozy 2Bd Beach Bungalow

Spacious 4 bedroom, oasis with ocean views galore

Cozy Bayview Beach House

Long-term Stay, Light filled Beach Household
Apartment rentals with air conditioning

Downtown, Private balcony, 1gb fiber Wi-Fi

Renovated Apartment in a Historic Farmhouse Estate

Urban Getaway

Stylish Sheek Loft Ricport Studio 2, Downtown

Retreat in New Haven by Stephanie and Damian

Peaceful apartment on 3.5 acres w/ Artist studio.

Seaside Studio in Historic Bridgeport Brownstone

Luxury Apt with Parking and Gym | Downtown at Yale
Other great holiday rentals near Pond Point Beach

Downtown 2br-patio & walk 2 shps

Cozy bedroom near the beach.

The studio downtown

Welcome to Ocean’s 55 !

Comfy room for up to three guests

Cozy Winter Escape • Firepit • Near Train & I-95

New & Stylish 2 King Bed Apartment w/ Grand Dining

Waterfront Beach Cottage
Destinations to explore
- Yale University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Thunder Ridge Ski Area
- Robert Moses State Park Beach
- Ocean Beach Park
- Rowayton Community Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Rye Playland Beach
- Cedar Beach
- TPC River Highlands
- Jones Beach State Park
- Brownstone Adventure Sports Park
- Woodmont Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Amagansett Beach
- Jennings Beach




