Vacation rentals with a patio in Milford

4.95 out of 5 average rating, 187 reviews

A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.

Apartment in Milford

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

4.98 out of 5 average rating, 128 reviews

Apartment in Milford

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.

4.94 out of 5 average rating, 162 reviews

A serene waterfront view is presented, showcasing calm waters reflecting a soft pink sky. Lush green grasses frame the foreground, while a tree line marks the horizon, creating a tranquil landscape. A few ducks can be seen gently floating on the water.

Loft in Milford

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.

4.93 out of 5 average rating, 128 reviews

The exterior of a beach cottage is shown, featuring light-colored siding and blue shutters. A white railing surrounds a small porch, leading to a front door. Lush greenery and a few decorative elements enhance the inviting appearance of the home.

Cottage in Milford

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage perfect for your summer at the shore! It is tucked away on a quiet street, across from Silver Sands Beach Milford. This cozy cottage offers 2 bedrooms with bonus loft sleeping area. In one of CT's most desired shoreline locations, steps to the private beach & Silver Sands State Park boardwalk, walnut beach, ice cream and cafe. Close to downtown green which offers bars and restaurants, train to NYC and New Haven, Yacht Clubs and Yale. Beach Vacation. Pet Friendly!

4.98 out of 5 average rating, 189 reviews

An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.

Home in Branford

“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!

4.97 out of 5 average rating, 179 reviews

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

An aerial view captures the coastal neighborhood, with a sandy beach and clear blue water. The vibrant homes line the shore, featuring varied architectural styles. Lush greenery borders the area, enhancing the sense of tranquility and charm typical of beachside living.

5 out of 5 average rating, 116 reviews

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!

4.98 out of 5 average rating, 116 reviews

A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.

Apartment in Westville

Retreat in New Haven by Stephanie and Damian

Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

4.99 out of 5 average rating, 142 reviews

A cozy living room is featured with a combination of a grey sofa and an orange couch. A decorative white coffee table rests on a patterned area rug, while a faux fireplace is accented by a round sunburst mirror and decorative items. Natural light enters through a nearby window.

Cottage in Milford

3BD Cottage Walk 2 Beach + Tyde Venue | Fire pit

Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 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!

4.99 out of 5 average rating, 114 reviews

The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.

Guesthouse in Waccabuc

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

A two-story oceanfront home features a light gray exterior with large windows and a turquoise front door. A spacious ground level is accessible via white railings, leading to an outdoor sitting area. The serene beach and water views are visible in the background.

4.96 out of 5 average rating, 114 reviews

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.

4.97 out of 5 average rating, 151 reviews

The bedroom features a queen size spindle bed with quality bedding, flanked by two nightstands with lamps. A dedicated work desk is equipped with a lamp and USB ports. Shelving adds storage, while a small seating area is present, illuminated by natural light from the windows.

Apartment in Fairfield

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Popular amenities for Milford patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Wooster Square

A spacious dining area features a wooden table surrounded by four leather chairs, complemented by natural light from two windows. An exposed brick wall adds texture to the room, while a comfortable sectional couch is positioned nearby, creating an inviting atmosphere for gatherings.

4.88 out of 5 average rating, 123 reviews

Wooster SQ | Downtown Yale |Skyline Deck | Laundry

4.89 out of 5 average rating, 125 reviews

The balcony features a charming outdoor dining set with a table and two folding chairs. A spread of sliced bread, apples, and glasses of sparkling drink is arranged, overlooking a view of downtown Stamford, with a mix of buildings and greenery visible in the distance.

Apartment in Stamford

Honey Spot Studio | Downtown City Views

4.95 out of 5 average rating, 76 reviews

A modern seating area features a light-colored couch with plush cushions, complemented by a stylish black and white striped rug. Two round black coffee tables hold decorative items, and a vase with branches adds a touch of elegance. Natural light filters through sheer curtains.

Apartment in Bridgeport

Beautiful, clean and quiet place to relax

Apartment in Prospect Hill

A comfortable living area features a light-colored sofa, two leather chairs, and a wooden coffee table. A flat-screen TV is mounted on the wall, with decorative artwork above it. Soft curtains frame the windows, allowing natural light to fill the space.

5 out of 5 average rating, 79 reviews

Gemstone: Family-friendly, Close to Yale/Downtown

4.97 out of 5 average rating, 149 reviews

The exterior of a red-brick building is featured, showcasing large black doors with decorative accents. Planters with greenery are placed on either side of the entrance. An iron fire escape extends above the doorway, while a flag hangs on the right side of the image.

Apartment in Wall Street

"Triplex Historic Beauty" with Seasonal Garden

4.89 out of 5 average rating, 119 reviews

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

The Hideaway

5 out of 5 average rating, 38 reviews

A large two-story house features a dark exterior with stone accents and multiple gabled roofs. Large windows allow ample natural light to enter, while a wooden front door adds a welcoming touch. Lush greenery surrounds the property, enhancing its natural setting.

Apartment in Branford

Stedley Creek

Apartment in Shippan Point

4.92 out of 5 average rating, 108 reviews

Seabreeze at the beach, West beach Stamford Ct

House rentals with a patio

A bright living room features two blue sofas facing a circular coffee table. A bookshelf holds decorative items and a guitar leans against the wall. Large windows with grey curtains allow natural light to illuminate the space, creating a cozy atmosphere.

4.93 out of 5 average rating, 45 reviews

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

A spacious living room features a large sectional couch facing an 85-inch TV. Natural light fills the area through multiple windows, complemented by soft gray walls and a ceiling fan. A unique shark decor piece hangs above, with a glimpse of the outdoor area visible through sliding doors.

5 out of 5 average rating, 43 reviews

Bull Shark Bungalow-Walk to Beach, Pet Friendly

The exterior of a charming beach house is presented, featuring a light-colored facade with a combination of siding and shingles. A welcoming front porch is visible, surrounded by a well-kept lawn and a walkable pathway leading to the entrance.

4.95 out of 5 average rating, 40 reviews

Cozy Milford Beach House

The view showcases an open living space with light wood flooring. A cozy seating area is visible, featuring a beige sofa and a coffee table. Bright sunlight filters through open doors, illuminating the dining area and kitchen beyond, enhancing the spaciousness of the home.

4.98 out of 5 average rating, 40 reviews

La Sirena Beach Cottage

A charming two-story house is presented, featuring a welcoming front porch with white railings. The exterior is clad in beige siding, accented by large windows that let in natural light. Lush greenery is visible around the home, enhancing the overall curb appeal.

5 out of 5 average rating, 39 reviews

The Salty Porch

Superhost

A serene view of the Long Island Sound is captured at sunset, featuring soft pastel hues in the sky. A few clouds are present, and the gentle water surface reflects the vibrant colors. A flagpole with an American flag stands prominently in the foreground.

4.83 out of 5 average rating, 105 reviews

Spacious 4 bedroom, oasis with ocean views galore

5 out of 5 average rating, 19 reviews

3BR, Wildermere Beach, Animal Friendly, Fire Pit

The exterior of a two-story beach house is displayed, featuring a light-colored facade with a welcoming front porch and a gravel driveway. Inside, bright, open living spaces include a modern kitchen with sleek black appliances, a comfortable living area with a sofa, and a serene bedroom filled with natural light.

4.97 out of 5 average rating, 78 reviews

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

Condo rentals with a patio

A balcony offers a view of the surrounding landscape under a bright sun. The sky features a mix of clouds and blue, while a wooden railing surrounds the space. Below, other buildings and trees are visible, creating a sense of tranquility.

Condo in Danbury

4.74 out of 5 average rating, 19 reviews

Quaint spacious unit, A+ location

4.94 out of 5 average rating, 172 reviews

The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.

Condo in Middletown

Entire place to yourself Cromwell/Middletown Line

5 out of 5 average rating, 7 reviews

A serene bedroom is highlighted by a spacious bed draped in a textured quilt. Large windows frame picturesque river views, while a potted plant adds a touch of greenery. Soft natural light filters into the space, casting a calm ambiance.

Condo in Rowayton

Rowayton Waterfront Luxury Two Bedroom

4.83 out of 5 average rating, 12 reviews

A spacious living area features high ceilings and a large window allowing ample natural light. A blue sofa is positioned next to a round coffee table. An electric fireplace is visible, with a stylish TV mounted on the wall. Artwork adds character to the space.

Condo in Norwalk

Norwalk Loft with Private Patio