
Holiday rentals with outdoor seating in Milford
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Milford

Total holiday rentals
Explore 160 holiday rentals in Milford

Nightly prices starting at
Milford holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 9,250 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
160 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!
Top-rated rentals with outdoor seating in Milford
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Fully renovated/Walk to water & shops/fenced yard!
*Feb and Mar 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

3BR Walnut Beach Cottage | Walk to Beach & Tyde
Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom ( King, Queen+ Twin), 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Walnut Beach Escape Fenced Oasis Yard
🌊 Steps from Walnut Beach & Silver Sands State Park, this guest-favorite coastal escape blends beach access, privacy & relaxed luxury. Enjoy a tropical-inspired backyard oasis with a cascading fish pond, multiple lounge areas & a seasonal palm tree—perfect after a day by the shore. Inside, unwind in a beautifully designed home with a gourmet kitchen & modern comforts. Just 90 minutes from NYC & 15 from New Haven, it’s an ideal retreat for beach days, nature lovers & laid-back coastal living.

3 Bedroom Beach House with Hot Tub!
Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

The Pond Mill Retreat w/ 2 Bdrms & Pool
Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

Lovely water front lower-level loft, free parking
This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

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*

Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Cheerful 3 Bedroom Cottage with Fire Place
The first and Third week of August are stiil available! Enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

Beach house - Sapphire Sandbar
Family Beach Getaway! Steps from the sand! Lots of amenities nearby. Enjoy access 4 bedrooms, 2.5 baths, covered patio, parking for 4 cars. Bedrooms on 2nd floor. 2 streets from Tyde wedding venue. Ocean views from all bedrooms. Beach chairs (4), toys, umbrella, cooler & games available (guests supply beach towels). Plenty of places to relax. Enjoy the sunrise from the porch listening to the waves, kick back in the patio area, take in the evening by firepit. Parties not allowed.
Popular amenities for outdoor seating rentals in Milford
House rentals with outdoor seating

High Tide Hideaway

Steps to Beach - Direct Water View - Pet Friendly

Westshore Luxury

Bohemian Beach Oasis- Private Beach

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

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit

Cozy Colonial - Private Hot Tub & Entire House
Apartment rentals with outdoor seating

On the Park: 3 RM Apt. w/kit. in historic house

The Boathouse, private downtown Harborside suite

2BR Flat above Historic Cider Mill

Gemstone: Family-friendly, Close to Yale/Downtown

Retreat in New Haven by Stephanie and Damian

Cozy & Private Apartment Near the Ocean

King 1BR Apt with Cozy Den and Luxury Amenities

Downtown Elegant Stay By Yale • Rooftop • Gym
Other holiday rentals with outdoor seating

Guest favorite - ALL YEAR LONG!

Cozy Milford Beach House

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

Beautiful Water Views! 1 house from beach

The River Loft

Cozy, romantic cabin by the lake.

Tranquil beach retreat

Charming Milford Beach House – Walk to Shore
When is the best time to visit Milford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 SGD | $304 SGD | $307 SGD | $317 SGD | $388 SGD | $382 SGD | $429 SGD | $418 SGD | $361 SGD | $336 SGD | $323 SGD | $325 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 |
Destinations to explore
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- Rentals with a fireplace Milford
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- Family-friendly rentals Milford
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- Rentals with outdoor seating United States
- Yale University
- Jones Beach
- Cooper's Beach, Southampton
- Bear Mountain State Park
- Fairfield Beach
- Thunder Ridge Ski Area
- Bronx Zoo
- Southampton Beach
- Sunken Meadow State Park
- UBS Arena
- Kent Falls State Park
- Jones Beach State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Wölffer Estate Vineyard
- Ski Sundown
- Long Island Aquarium
- Sherwood Island State Park
- Soundview Beach
- Orient Beach State Park





