Vacation rentals in Milford

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Popular amenities for Milford vacation rentals

Stay near Milford's top sights

Stop & Shop47 locals recommend
Trader Joe's45 locals recommend
Stonebridge Restaurant43 locals recommend
ALDI35 locals recommend
Connecticut Post Mall31 locals recommend
The Greek Spot Cafe & Grill28 locals recommend

Pet-friendly vacation rentals in Milford

Guest favorite
A serene lakeside view is presented, showcasing gently rippling water under a clear sky. The shoreline features a smooth, paved path leading to the water's edge, bordered by flat rocks. A sign stating 'No Fishing' is positioned near the water's entrance.
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars4 months ago
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.
Top guest favorite
An inviting outdoor patio area is featured, shaded by a wooden structure. Decorative string lights hang overhead, while a variety of seating options are provided. Lush greenery and orange lilies enhance the landscaped garden, creating a peaceful and tranquil setting.
Guesthouse in Southbury
4.93 out of 5 average rating, 319 reviews

Charming Guest Cottage with Modern Amenities

CarolineRating, 5 stars3 months ago
John’s place was the perfect respite for our multi-day stay! The clean and cozy space is perfectly situated close to trails and parks for our Australian shepherd, but only a short drive to all the shopping you’d need (e. g. ShopRite for groceries and necessities). We thoroughly enjoyed our stay and know you will too!
Guest favorite
Cottage in North Fork
4.97 out of 5 average rating, 151 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

RashaRating, 5 stars2 weeks ago
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.
Top guest favorite
The exterior of a modern farmhouse is displayed, featuring white siding and a combination of one and two stories. A spacious porch with a railing overlooks the surrounding landscape, while various plants are arranged near the house. Clear skies and sunlight illuminate the setting.
Home in North Fork
4.97 out of 5 average rating, 146 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JasonRating, 5 stars3 days ago
We had the most amazing time and are hopeful to come back again! We also hired Jessica, a private chef, to cook dinner for us, and not only was she accommodating to our dietary restrictions and palate preferences, but more so so seemed to go out of her way to make sure we had the perfect meal and experience. I’m telling everyone about our visit and insisting that they go. Truly, this was an 11/10 experience.
Guest favorite
A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.
Cottage in Milford
4.95 out of 5 average rating, 315 reviews

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly

AnnRating, 5 stars1 week ago
We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.
Guest favorite
A cozy studio apartment is showcased, featuring a spacious bed with light blue bedding. A comfortable gray sofa is positioned nearby, adorned with a patterned throw pillow. Natural light enters through a window framed by light blue curtains, highlighting a decorative wall shelf with personal items.
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars3 days ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Top guest favorite
The exterior features a private entrance leading down a set of stairs to the studio apartment. A driveway accommodates multiple vehicles, with a lawn area bordered by trees. Fallen leaves are visible on the ground, indicating autumn.
Guest suite in Fairfield
4.94 out of 5 average rating, 413 reviews

Private Studio Apartment; Kitchen; Fully Furnished

LizRating, 5 stars2 weeks ago
Space was comfortable and clean. Hosts were super responsive. Greatly appreciate the fruit, coffee and light breakfast foods provided. Such a huge help when traveling!
Top guest favorite
A serene river view is framed by tall trees, creating a natural canopy overhead. In the foreground, two Adirondack chairs are positioned on the grassy bank, inviting relaxation while overlooking the calm water surrounded by lush greenery.
Home in New Milford
4.97 out of 5 average rating, 106 reviews

Idyllic retreat on the water <1.5 hrs to NYC.

BenjaminRating, 5 stars1 week ago
Jonathan’s home was a great find - such a beautiful spot on the river. Everything about the home and property was as described and Jonathan was a friendly and communicative host. I would definitely book again!

Vacation rentals with jacuzzis in Milford

Guest favorite
A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.
Cottage in Guilford
4.95 out of 5 average rating, 177 reviews

Luxury cottage by the sea with hot tub and pool

Jennifer And JonRating, 5 stars3 months ago
We loved this airbnb and stayed for 3 weeks. It sits right on the edge of the marsh with an extraordinary view. We greatly enjoyed how a short walk away is Chaffinch Island, which is a gorgeous park full of tides pools and hackberry trees. The space was clean and comfortable and Mary was a fantastic host. You can see a lighthouse on an island 3 miles out sea from all the rooms, even the main bed.
Top guest favorite
A whimsical hobbit house is nestled within lush greenery, featuring an arched, stone roof and vibrant red entrance. Two rounded windows frame the doorway, surrounded by a beautifully landscaped yard with a stone path leading to the entrance.
Home in Pawling
5 out of 5 average rating, 222 reviews

Hobbit House of Pawling

MatthewRating, 5 stars4 days ago
This place exceeded our expectations! An incredible place that was clearly a labor of love to build, decorate and maintain. I don’t imagine anyone who stays here will be disappointed - or soon forget their visit to this lovely property. Not only is it carefully and cleverly curated as a habitable homage to The Hobbit and the LOTR, it is also a genuinely comfortable and charming place to stay. The kitchen is well-equipped and the bathrooms are roomy and modern. Lots of outdoor spaces to enjoy, including the hot tub, nestled at the foot of a dramatic, rocky rise. Thanks to Jodi and Jim!
Guest favorite
A serene outdoor area features a sparkling blue pool surrounded by lush greenery. A charming gazebo stands nearby, offering shaded seating. A decorative lion statue is positioned in the foreground, adding an elegant touch to the tranquil scene.
Home in New Milford
4.95 out of 5 average rating, 21 reviews

Spacious and relaxing New Milford 5br home w pool!

ElizabethRating, 5 stars5 months ago
Jarret was extremely helpful and friendly. The house was exactly what we needed. I will definitely come back and stay here next time I’m in town.
Superhost
Sailboats glide across a calm blue sea, with distant shorelines visible under a clear sky. The tranquil waters reflect shades of blue, creating a serene nautical setting that accentuates the beauty of the surrounding landscape.
Home in Shippan Point
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars2 weeks ago
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!
Guest favorite
Cabin in New Fairfield
4.96 out of 5 average rating, 324 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

AnaRating, 5 stars1 week ago
Super cute interior. Just like the photos. Absolutely pristine, and phenomenal mattresses. Slept incredibly well. GREAT hot tub and fire pit. Very close to the boat launch. So appreciated access to the kayaks and all the hiking recommendations.
Guest favorite
A cozy living area is furnished with two armchairs featuring floral patterns and colorful cushions. A wooden coffee table rests on an area rug, and a brick fireplace is situated beneath a wall-mounted clock. Large windows allow natural light to illuminate the space.
Apartment in Brewster
4.88 out of 5 average rating, 102 reviews

The Hideaway

MelodyRating, 5 stars1 week ago
Renee’s place was a nice and cozy getaway from the city, and surprisingly fit 5 people + 2 cats very comfortably! She was also very quick to respond to any questions I had, we had a great time!
Guest favorite
Four orange lounge chairs with side tables are positioned on a wooden deck beside a sparkling blue swimming pool. Flower pots with blooming plants are placed around the chairs. Lush greenery is visible in the background beneath a clear blue sky.
Home in Middletown
4.95 out of 5 average rating, 41 reviews

Hot Tub and pool Home away from home

KristenRating, 5 stars3 months ago
Jan's house was a great stay with plenty of room for six adults. We loved the game room and outdoor hot tub. Instructions for the hot tub were clear and easy to follow. We'd definitely stay again!
Guest favorite
A spacious hot tub is set on a deck overlooking calm waters, with views of distant sailboats and a coastal shoreline. The tub is surrounded by a smooth surface, adding a serene ambiance for relaxation.
Home in New Haven
4.95 out of 5 average rating, 108 reviews

Beach Haven - waterfront, near Yale, sunsets

CathyRating, 5 stars1 month ago
It is a charming place back into the water. Love listening to the sound of the ocean and watching the sunset and the noght light on the other side of the water.

House rentals in Milford

Top guest favorite
A single-story home is situated on a well-kept lawn with lush greenery and small bushes lining the front. The exterior features light-colored siding and a dark roof, complemented by multiple large windows that enhance natural light.
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars2 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Guest favorite
The living area features a dark grey sofa adorned with decorative pillows, positioned on a textured area rug. A small wooden side table stands next to the sofa, and a framed landscape artwork hangs on the wall. A dining area is visible through the doorway.
Home in Fairfield
4.93 out of 5 average rating, 107 reviews

Downtown Fairfield 3 bedroom Colonial

ChloeRating, 5 stars2 weeks ago
Loved our stay at Greg's. The house is cozy and really well equipped. Location is perfect for quick access to town and beaches. Greg's communication was helpful and fast in response. Will definitely stay again!
Superhost
A rural scene features a charming two-story building with a mix of red and natural wood exteriors. A stone wall and wooden fence line a pathway leading toward the structure, surrounded by greenery and autumn foliage under a cloudy sky.
Home in Roxbury
5 out of 5 average rating, 22 reviews

Zoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT

AllanRating, 5 stars20 months ago
Beautiful home, exactly how it was described and looked even better in person. Incredible surrounding areas and activities. Steven was helpful throughout the stay and incredibly flexible. Wonderful host! Will definitely be planning a yearly visit.
Superhost
A modern kitchen displays sleek white cabinetry and a spacious island with four metal stools positioned around it. Stainless steel appliances include a refrigerator and oven, and light-colored tile flooring enhances the open layout. A window is partially visible in the background.
Home in New Haven
4.76 out of 5 average rating, 105 reviews

Heavenly Home in New Haven /5 mins drive from Yale

CharlieRating, 5 stars3 weeks ago
A very comfortable place for a large group to stay. We had 9 and everyone had a comfortable bed with only one couple sharing a massive (california?) king sized bed. Well stocked kitchen with plenty of plates and glassware. (As always with any house rental, if you want to cook, bring your own knives). Huge dining table fit us all with room to spare. Kitchen was plenty big enough for everyone to hang out in while breakfast was being made by 2-3 people. Convenient off street parking. Easy on off to the highway. Very clear instructions on how to get in. This is a large, three storey home that's been nicely touched up and improved. The wood floors are beautifully redone--what look to be original wood floors. The bathrooms are updated, spacious and clean. The place was spotless, uncluttered, and the perfect temperature when we arrived.
Guest favorite
A spacious living area features a gray sectional sofa and a glass coffee table resting on a patterned rug. Natural light is provided by large windows, enhancing the bright, airy environment. A television is positioned on a dark wooden media stand, complementing the hardwood flooring.
Home in Southington
4.97 out of 5 average rating, 60 reviews

Large 1st floor of duplex in town center

LisaRating, 5 stars2 weeks ago
Mark was a great host and his property was just as we expected. Would stay here again.
Guest favorite
A spacious living area is highlighted by a dark sectional sofa and a comfortable lounge chair. The wooden wall adds texture, while natural light enters through two windows, dressed in simple curtains. A light wood TV stand and a side table complement the setting.
Home in West Haven
5 out of 5 average rating, 7 reviews

Cozy cape cod

KouroshRating, 5 stars7 months ago
I moved to the New Haven area for a new job and needed a safe, comfortable place to stay at until I learned more about the area and could find a more permanent place. I was truly lucky that Dan's house was available. I stayed a little over 50 days, from Mid August to the end of September, there. The house is well furnished and very clean with a kitchen which has all sorts of kitchen gadgets, utensils, appliances, and pots and pans. Even though I didn't visit it too many times, the beautiful West Haven Sandy Point Beach is pretty close. Finally, Dan himself is a great gentleman and is very responsive to any issues that might arise. I would absolutely recommend staying at his place.
Superhost
A white anchor, inscribed with 'BYRAM SHORE BOAT CLUB,' is positioned prominently in a landscaped area. It is surrounded by greenery and colorful blooming flowers, set against a backdrop of finely textured gravel.
Home in Greenwich
4.8 out of 5 average rating, 100 reviews

Greenwich abode Close to Just about Everything

ChrisRating, 5 stars3 months ago
Please stay here and support Nicole.. what a wonderful host Comfortable, clean and safe home Snow storm hit overnight and we woke up to the sidewalk and steps already shoveled and salted … she even offered to dig out our car if the snow was piled up high enough Nicole was very proactive with great communication but we did not feel bothered Plenty of street parking right by the house We really enjoyed watching the ducks and other water fowl in the stream behind the house A little bit of nature to relax after a day in the city Thanks Nicole, we will be back to stay in your home again
Guest favorite
A charming cape-style home is presented with a well-kept front yard, featuring manicured hedges and vibrant flowering shrubs. The structure, adorned with friendly neutral tones, displays a welcoming entryway lined with planters. A concrete pathway leads to the porch, enhancing the home's inviting curb appeal.
Home in Milford
5 out of 5 average rating, 14 reviews

Beach Neighborhood House

CatherineRating, 5 stars1 month 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.

Quick stats about vacation rentals in Milford

  • Total rentals

    260 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    190 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Milford?

    Make yourself at home in Milford by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Putney, and over 130 vacation rentals in Parkway - Wheelers Farm Road.

  • Are there vacation rentals with a dedicated workspace in Milford?

    Yes! Work meets play with ease at over 150 vacation rentals in Milford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Milford?

    Four-legged friends are welcome in Milford. Choose from more than 100 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Milford?

    Experience the best of Milford with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Milford vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Milford, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Milford have self check-in?

    Absolutely! We offer over 60 house rentals with self check-in in Milford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Milford have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Milford. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Milford?

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with self check-in, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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