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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Browse Select Milford Cottages

New Haven Gem w/ Private Pool, Walk to Beach!
House (3 Bedrooms) | Interior

New Haven Gem w/ Private Pool, Walk to Beach!

3.0 star property
New Haven Gem w/ Private Pool, Walk to Beach!
Guilford Carriage House at Granite Lodge!
Set amidst leafless trees, this charming barn-style building offers a serene country retreat.

Guilford Carriage House at Granite Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I’m normally not one to leave reviews but I had to for The Carriage House! Everything from the homey, relaxing feel to the great views was amazing! My friends and I wanted to extend our stay lol. We’re already planning another stay here for a summer trip! Also appreciated the host’s friendliness and ensuring we had an enjoyable experience. 10/10"
Guilford Carriage House at Granite Lodge!
Amazing Rocky Point Retreat Overlooking the Sound!
House (3 Bedrooms) | Interior

Amazing Rocky Point Retreat Overlooking the Sound!

3.0 star property
Amazing Rocky Point Retreat Overlooking the Sound!
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
House (3 Bedrooms) | Interior

Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!

3.0 star property
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
Charming Rocky Point Home ~ 1 Mi to Beach!
House (3 Bedrooms) | Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

3.0 star property
Charming Rocky Point Home ~ 1 Mi to Beach!
Bright Milford Beach House w/ Outdoor Shower
House (2 Bedrooms) | Interior

Bright Milford Beach House w/ Outdoor Shower

3.0 star property
Bright Milford Beach House w/ Outdoor Shower
Beachfront Connecticut Retreat w/ Views!
Enjoy the serene beachfront setting with a wrap-around porch and bay window.

Beachfront Connecticut Retreat w/ Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot on the ocean with an amazing host!"
Beachfront Connecticut Retreat w/ Views!
Walkable New Haven Retreat w/ Ocean Views!
Relax on the deck with a view of the water and shoreline.

Walkable New Haven Retreat w/ Ocean Views!

3.0 star property
Walkable New Haven Retreat w/ Ocean Views!
Spacious Rocky Point Retreat w/ Al Fresco Dining!
House (5 Bedrooms) | Interior

Spacious Rocky Point Retreat w/ Al Fresco Dining!

3.0 star property
Spacious Rocky Point Retreat w/ Al Fresco Dining!
Walk to Beaches: Sunny East Haven Home w/ Grill
Stroll along the grassy path to the serene beachfront, where benches invite relaxation and a tranquil atmosphere awaits.

Walk to Beaches: Sunny East Haven Home w/ Grill

3.0 star property
Walk to Beaches: Sunny East Haven Home w/ Grill
3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven
Traditional two-story house with a charming front porch and well-manicured garden.

3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven

3.0 star property
3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven
Pet-friendly Connecticut Retreat Near Golfing!
Experience serene living in this charming house surrounded by a beautifully maintained garden with a variety of flowers and a prominent rock feature.

Pet-friendly Connecticut Retreat Near Golfing!

3.0 star property
Pet-friendly Connecticut Retreat Near Golfing!
Waterfront Retreat w/ Boat Dock & Fire Pit!
Relax on the lakeside deck, surrounded by dense woods and serene views.

Waterfront Retreat w/ Boat Dock & Fire Pit!

3.0 star property
Waterfront Retreat w/ Boat Dock & Fire Pit!
Historic Connecticut Home w/ Grill & Spacious Yard
Enjoy dining or socializing in this outdoor space with a wooden table and two cushioned chairs.

Historic Connecticut Home w/ Grill & Spacious Yard

3.0 star property
Historic Connecticut Home w/ Grill & Spacious Yard
Bridgeport Vacation Rental - Walk to Beach!
Sit on the porch and enjoy the view from this charming house with a bench and hanging baskets.

Bridgeport Vacation Rental - Walk to Beach!

2.0 star property
Bridgeport Vacation Rental - Walk to Beach!
Elegant Connecticut Home: Fireplaces, Pet Friendly
Stunning two-story home with a central entrance, flanked by windows and a garage, surrounded by a beautifully manicured lawn.

Elegant Connecticut Home: Fireplaces, Pet Friendly

3.0 star property
Elegant Connecticut Home: Fireplaces, Pet Friendly
Charming Hamden Home: 2 Mi to Yale University
Situated on a quiet street, this charming two-story residence features a stone base and a bright upper level with white shutters.

Charming Hamden Home: 2 Mi to Yale University

3.0 star property
Charming Hamden Home: 2 Mi to Yale University
Bright Milford Beach House w/ Outdoor Shower
Property grounds

Bright Milford Beach House w/ Outdoor Shower

2.0 star property
Bright Milford Beach House w/ Outdoor Shower
Bright Milford Beach House w/ Outdoor Shower
Property grounds

Bright Milford Beach House w/ Outdoor Shower

2.0 star property
Bright Milford Beach House w/ Outdoor Shower
Bright Milford Beach House w/ Outdoor Shower
Property grounds

Bright Milford Beach House w/ Outdoor Shower

2.0 star property
Bright Milford Beach House w/ Outdoor Shower
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milford Hotel Reviews

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"This was a back-up booking. We already booked a stay at a different hotel, which turned out to be unsuitable. We found this property at a good rate with nice amenities not too far from where we were. The hotel was a very good decision to stay at."
RAVEN 2-night trip
Posted 19 hours ago
Wyndham Southbury

Frequently asked questions

Why book your cottage in Milford with Expedia?
Expedia has some great cottages in Milford, so start packing your bags for a memorable holiday close to nature. If you have a set budget, click on how much you're willing to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect pad whatever your plans or bank balance.
How can I find cheap cottages in Milford?
Expedia is here to help you easily locate cheap cottages in Milford. To lock in your special stay in a couple of clicks, try out the filter tool to refine your search by amenities, budget and star rating.
What is there to do in Milford near my cottage?
Milford has enough activities and sights to keep you busy for weeks (or months!), beginning with Great River Golf Club. Silver Sands State Park, Walnut Beach and Westfield Connecticut Post Mall are other fantastic attractions. If you're staying a while longer, Silver Sands and Milford Green are great additions to your itinerary.