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House holiday rentals in Milford

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Popular amenities for Milford house rentals

House rentals with a pool

Top Guest favourite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 183 reviews

Private Hudson Valley Country Retreat

ElodieRating, 5 stars1 week ago
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!
Superhost
Home in Hampton Bays
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars1 month ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Guest favourite
Home in Hampton Bays
4.96 out of 5 average rating, 109 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

LaurenRating, 5 starstoday
We had a lively stay at David and Michiko's place. It was a perfect little getaway for 2 young familes of four. The pool was great, and it was a short drive to the beach. Lots of great restaurants around also!
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars4 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars2 weeks ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 156 reviews

Secluded Farmhouse - Studio Apartment Style Unit

AmyRating, 5 stars3 days ago
This is a beautiful farmhouse setting with gorgeous gardens, chickens, a nice screened in private porch, and a very friendly and adorable kitty. Jessica was a great host and provided some delicious homemade yogurt with milk and fruit, and plenty of coffee and tea. We brought our dog and he was comfortable there, we had plenty of space to walk him around.

Weekly house rentals

Guest favourite
Home in Milford
4.92 out of 5 average rating, 36 reviews

3br/2ba: Quiet & Cozy Getaway in Milford

SusanRating, 5 stars1 day ago
We really enjoyed the close proximity to the beaches and a walking trail. Back yard was fully fenced for our dog. We did not use the fire pit as it was a heat wave but the house remained cool!
Guest favourite
Home in Milford
4.84 out of 5 average rating, 57 reviews

Newly Built Beach House Getaway

CaitlinRating, 5 stars1 month ago
My husband and I had a family filled weekend for our wedding followed by a mini-moon. We enjoyed every minute of it and we will definitely be booking again!
Guest favourite
Home in Milford
5 out of 5 average rating, 5 reviews

Oceanfront Escape for 10, Steps from Sandy Beach!

JulieRating, 5 stars10 months ago
We rented both apartments for a short weekend stay. We had plenty of space to hang out with 7 adults and 3 kids. The apartments were clean and well stocked. We were thankful for the beach chairs, umbrella, and beach towels. We loved the easy access to the beach. The shallow water and sand bar were great for the kids to run and play. Great area! Thanks for the great stay!
Guest favourite
Home in Woodmont
4.94 out of 5 average rating, 31 reviews

Cozy Milford Beach House

YenRating, 5 stars1 month ago
wonderful location across the street from the beach, and a 15-25 minute drive up to new haven, where my family was attending a college reunion. we had a little trouble finding the air mattress for my 10 year old who did not want to share with his sister, but it worked out. tandem parking backs out into a not-busy street. stores within 10 minutes, and a deli nearby for BECs
Guest favourite
Home in Milford
4.94 out of 5 average rating, 53 reviews

Sapphire Sandbar, beach house

RebeccaRating, 5 stars2 weeks ago
Went here for a girls weekend and we had the best time! Especially loved the covered outdoor area.
Superhost
Home in Milford
5 out of 5 average rating, 3 reviews

Newly renovated beachfront escape in Milford, CT!

ShanleyRating, 5 stars10 months ago
Overall a great space, right next to the ocean and silver sands State Park. Easy to find and available parking. Clean and tidy, space as pictured. Shared back yard. Quick and easy communication with owner.
Guest favourite
Home in Milford
4.91 out of 5 average rating, 56 reviews

Cute 2 bed 1 bath beach house

MindyRating, 5 stars9 months ago
The beach house was a great place to be with our family. My boys loved going across the street to the beach. It was walkable to so many places, and short drive. Cozy space and awesome porch deck. Highly recommend staying here.
Guest favourite
Home in Milford
5 out of 5 average rating, 14 reviews

Beach Neighborhood House

CatherineRating, 5 stars3 months ago
We absolutely loved this charming home. It’s about a mile from the train station, as well as the waterfall, downtown area. It’s walkable, but parking was also easy. The lovely beach was a few blocks away. It’s an older home that has been updated without losing the character of the house.

Private house rentals

Guest favourite
Home in Branford
4.97 out of 5 average rating, 37 reviews

Adorable Beach House on LI Sound

LisaRating, 5 stars5 days ago
There’s so much to love about this charming open plan beach cottage! We especially enjoyed the water views, hearing the birds, and eating on the breezy porch. It was sparkling clean and stocked with everything you’d need, from comfortable beds and towels to many thoughtful essentials like hand and dish soaps, tea and coffee pods, paper towels/toilet paper, and shampoo/conditioner. Eileen is a gracious and responsive host — she was particularly understanding when we had to reschedule our visit. Thank you for a wonderful stay, Eileen, and we hope to return!
Guest favourite
Home in West Haven
4.96 out of 5 average rating, 49 reviews

Westshore Luxury

KathleenRating, 5 starstoday
Yu's home was outstanding. We walked into a pristine, spacious home with off-street parking and a short walk to the beach. The amenities were just what we needed for our one-night stay. We would stay at Yu's beautifully decorated home again.
Top Guest favourite
Home in Milford
5 out of 5 average rating, 30 reviews

Walnut Beach's Hidden Gem

JayleneRating, 5 stars2 weeks ago
The location is amazing so close to the beach. Spacious home. Easy to walk around to amenities.
Guest favourite
Home in Milford
4.98 out of 5 average rating, 43 reviews

Steps from the water!

RyanRating, 5 stars2 weeks ago
Great place for a beach get away. Clean and large private home that matched the pictures and description. Highly recommend!
Guest favourite
Home in Milford
5 out of 5 average rating, 6 reviews

Seaside Paradise

MustafaRating, 5 stars6 months ago
We stay 4 weeks at Jacqueline place, everything was great, did not have any problem. Place is exactly fit the advertising if not better and everything was clean and working. We find place and the area is so peaceful and quiet. Perfect location for someone just looking for rest in very beautiful neighborhood. Jacqueline was very responsive, easy to communicate, helpful and polite. I would definitely stay again and recommend for anyone needs a place feels like home away home.
Top Guest favourite
Home in New Haven
5 out of 5 average rating, 54 reviews

Private 6-Bed House w/ King Bd, Groups & Families

DavidRating, 5 stars1 week ago
Eva is a great hostess. We very much enjoyed staying in her house. She was very easy to communicate with whenever we had an issue. I definitely would like to have Eva as a hostess again and would like to stay in her house again.
Guest favourite
Home in Milford
4.92 out of 5 average rating, 48 reviews

The Seashell House

AmyRating, 5 stars4 days ago
Perfect for a little getaway with family or friends and very homey. Loved taking morning or evening walks along the beach.
Guest favourite
Home in Milford
4.95 out of 5 average rating, 55 reviews

Adorable Walnut Beach Cottage.

SethRating, 5 stars1 month ago
We didn’t really explore the area as we were in New Haven for college graduation. Not a good choice for this particular event as traffic on 95 can be nasty. But going through town was very pleasant. A peaceful and quaint area. Overall a very well kept and stocked cottage. Would highly recommend.

Quick stats about house rentals in Milford

  • Total rentals

    190 properties

  • Total number of reviews

    6.2K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    180 properties include access to Wi-Fi

Destinations to explore