
House holiday rentals in Milford
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Top-rated house rentals in Milford
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Popular amenities for house rentals in Milford
House rentals with a pool

Once a Pond - time and stress slow down.
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

Private Oasis W/Stunning Vinyard and Pool Views
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!

The Perfect North Fork Escape
Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Akasa Ocean Front Oasis- Seasonal Pool, Grill
Amazing time front of the ocean, enjoying time with kids and familly. The pool seems great but was too cold for us in this early time of the year.

Pool House
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!

Midcentury Modern ZenHouse Sculptor Studio
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.

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.
Weekly house rentals

Newly Built Beach House Getaway
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!

3br/2ba: Quiet & Cozy Getaway in Milford
Perfect location for a weekend of graduation festivities!! House was clean and had everything we needed. Easy check in! Miguel was a great host!

Adorable Beach House on LI Sound
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!

Westshore Luxury
Yu’s place was beautiful and right next to the beach! We had a wonderful stay. She was very responsive and communicative. The beds were comfortable and there was plenty of space! I loved the kitchen. The beach was ideal for my family’s trip! 12 mins to New Haven!

Coastal Milford Retreat
Jenn and Jason’s house was perfect! We had 3 couples and one baby, and it was spacious, very clean and well equipped and stocked - we couldn’t ask for better accommodations. We were all surprised as to how nice it was. The back yard and patio furniture was a special bonus. The high chair for the baby was also fantastic. It doesn’t get any better. Many thanks.

La Sirena Beach Cottage
La Sirena cottage was beautiful! It was clean, updated and beautifully decorated. We only stayed 2 nights but wish we had more time to enjoy the area. Monica was a fantastic host and very responsive. I highly recommend!!

Bohemian Beach Oasis- Private Beach
Inviting and comfortable home with great light and open space. Accessible to all you may need: restaurants, grocery, and wine shop. Rooftop was a lovely unique aspect!

Coast to Coast Beach Home, Steps to the Beach
The home is even more beautiful than the pictures. The decor is beautiful and it was extremely clean. We booked our trip for - family of 6 very last minute MDW and Mary was so accommodating and extremely responsive. As other reviews mention the beach entrance on the street is for private beach access, so you just have to walk about 5 mins to the public beach. Overall, the house is so beautiful and easily accessible to anything you may need.
Private house rentals

Modern 3 Bedroom Home with Beach Views
We really enjoyed our weekend in Milford! The house is right around the corner from the beach so we could easily walk with our kids to look for shells and crabs. The house is spacious and beautiful as pictured! Would love to come back again one day.

Oceanfront Escape for 10, Steps from Sandy Beach!
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!

Walnut Beach's Hidden Gem
The location is amazing so close to the beach. Spacious home. Easy to walk around to amenities.

Sapphire Sandbar, beach house
Went here for a girls weekend and we had the best time! Especially loved the covered outdoor area.

Newly renovated beachfront escape in Milford, CT!
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.

Seaside Paradise
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.

Direct Beachfront Modern Cottage on Private Beach
We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.

The Seashell House
What an amazing stay! The host was incredibly welcoming and made everything seamless from start to finish. The property itself is a hidden gem — the backyard is spectacular with a cozy firepit, plenty of space to relax, and even paddle boards available for use. It truly felt like a little escape, not your typical Connecticut vibe at all! Just 2 minutes from downtown Milford, STEPS from the sand, the location was perfect — close to everything but peaceful and private. Highly recommend for anyone looking for a great little getaway!
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
Wifi availability
180 properties include access to wifi
Destinations to explore
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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Gilgo Beach
- Rye Playland Beach
- Bronx Zoo
- Cooper's Beach, Southampton
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Dunewood
- Thunder Ridge Ski Area
- Bethpage State Park
- Woodmont Beach
- Rye Town Beach
- Jones Beach State Park
- Amityville Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach