
House holiday rentals in Milford
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Top-rated house rentals in Milford
Guests agree: these houses are highly rated for location, cleanliness and more.

Jan/Feb longer stays avail! Inquire! New Firepit!
*Jan and Feb available for longer stays!Inquire!* *Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

Beach Cottage by the Sea
Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

2 Bedroom with sweeping views of Long Island Sound
Entire 1st floor apartment with private entrance. A spacious layout with spectacular views of Long Island Sound from your private deck. Convenient location; minutes to downtown Milford, train station, beaches, restaurants, and shopping. 15 minutes to Yale and famous New Haven landmarks. Walking distance to local restaurants, beaches, and an ocean-side playground. Public Beach: 7 minute walk - 0.4 mi Restaurants: 6 minute walk - 0.3 mi Playground: 2 minute walk - 250' *NO SMOKING*

Connecticut Chalet: Experience Fall in New England
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Fairfield 2nd Floor · 2 Rms · Full Bath · Parking
ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bathroom Exclusive Driveway Parking➕locked entrance leading airbnb, separate from full-time renters on 1st FL Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

The Cozy Little Cottage
Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed. We have a twin air mattress for use in the living room.

Serene Waterfront Retreat - 400 ft Private Beach!
Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

Steps2Beach, Fish Pond, Tropical Backyard Oasis!
🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

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.

Cozy Colonial Style House in Beach Town
Charming home in calm New England neighborhood. Well connected: 20 mins to New Haven, 90 mins to New York, 2.5h to Boston. Colonial style with beautiful hardwood floors, lots of outside seating space on front and back porch. Back yard dining table and private driveway for 2-3 cars. A few minutes from Walnut Beach and Silver Sands State park as well as forest trails. Within walking distance from a brewery, restaurants, and a playground.
Popular amenities for house rentals in Milford
House rentals with a pool

Dream Home w/ Pool & Basketball Court on 3 Acres

Country Retreat | Fire Pit | BBQ

Midcentury Modern ZenHouse Sculptor Studio

Spacious 4 bedroom, oasis with ocean views galore

Meeker Hill House - Country Escape w/ Heated Pool

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Casa la Lazy | 3 BDRM | 1.5 Bth | Pool | BBQ

Waterfront Beach House with pool
Weekly house rentals

Bull Shark Bungalow-Walk to Beach, Pet Friendly

Westshore Luxury

New build! 1 house from beach

Private 1-Bdrm Apt in West Haven

Private Entire Home • Close to New Haven & Shore

Luxe Beach House / 3 Bd-King / Chef Kitchen /4 TV

Cozy Studio in Bridgeport

Luxe cozy 2br/1ba Milford bungalow-walk to beach!
Private house rentals

* cozy coastal fall in Milford, pet friendly

Cozy Milford Beach House

Stareway to Heaven

Cute 3 bedroom in Historic Downtown Milford

Modern Beach Getaway

Cozy apartment feel at home

Charming 3 bedroom Beach Front Cottage

Mid-Century Modern House - Ciela Haus
When is the best time to visit Milford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 SGD | $274 SGD | $301 SGD | $320 SGD | $392 SGD | $399 SGD | $426 SGD | $434 SGD | $365 SGD | $336 SGD | $327 SGD | $338 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about house rentals in Milford

Total holiday rentals
Explore 180 holiday rentals in Milford

Nightly prices starting at
Milford holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 6,740 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
180 of Milford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milford rentals

4.9 Average rating
Milford stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a fireplace Milford
- Beachfront rentals Milford
- Pet-friendly rentals Milford
- Fitness-friendly rentals Milford
- Rentals with a kayak Milford
- Rentals with pools Milford
- Waterfront rentals Milford
- Rentals with beach access Milford
- Flat rentals Milford
- Rentals with a firepit Milford
- Rentals with a patio Milford
- Family-friendly rentals Milford
- Rentals with a washing machine and dryer Milford
- Rentals with outdoor seating Milford
- House rentals Connecticut
- House rentals United States
- Yale University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Thunder Ridge Ski Area
- Bronx Zoo
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Rye Playland Beach
- TPC River Highlands
- Jones Beach State Park
- Cedar Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Hudson Highlands State Park
- Sunken Meadow State Park
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