We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Orange

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Orange

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Rental unit in Milford

4.94 out of 5 average rating, 137 reviews

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!

Cottage in Milford

4.99 out of 5 average rating, 105 reviews

Modern Cottage, Walk 2 Beach & Tyde Wedding Venue

Be Our Guests Our charming and cozy Walnut Beach Cottage is conveniently located in the heart of Walnut Beach in Milford, CT. We offer for your relaxation a modern take on farm style design in a single family 3 bedrooms and 1 bath cottage with fully equipped kitchen that will allow you the privacy and tranquility you desire, while touting a close proximity to beaches, wedding venue as well as Yale University. Come stay with us for an unforgettable romantic getaway or vacation with your family!

Home in East Haven

4.96 out of 5 average rating, 132 reviews

The Breakaway - a waterfront gem.

Located next to historic Lighthouse Park, this Morgan Point, California-style bungalow overlooks a lighthouse and breakwater that protect New Haven Harbor. Prepare oceanfront dinners in your modern kitchen; relax to sunrises, sunsets, & the sound of waves. A quiet beach is steps from the door for swimming and kayaking. New Haven sights, restaurants, & nightlife are only minutes away. Picturesque coastline communities, local vineyards, breweries, fall foliage, & commuter rail to NYC are nearby.

Rental unit in Woodmont

4.97 out of 5 average rating, 552 reviews

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!

Rental unit in New Haven

4.99 out of 5 average rating, 178 reviews

Bright 1 BR Apt Steps From Yale

Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Bungalow in Woodmont

4.98 out of 5 average rating, 268 reviews

Fall Sale!Beach Bungalow |Pet-friendly|WalktoBeach

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

Guest suite in Woodmont

4.93 out of 5 average rating, 126 reviews

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.

Home in Stratford

4.94 out of 5 average rating, 147 reviews

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb used to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more. 🍂 Fall seasons + hot tub = pure bliss

Rental unit in Milford

4.9 out of 5 average rating, 224 reviews

Renovated Apartment in a Historic Farmhouse Estate

Take-in fresh air and tranquil views from the 2nd floor deck of a 1-acre property with an adjacent apple orchard. Rustic decor mixes with industrial flair to create an inspiring interior that offers country comforts along with modern amenities. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), fast Wifi, central air conditioning, & a private deck. We can't wait to host you!

Guesthouse in Westville

4.94 out of 5 average rating, 282 reviews

Square 6ix

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

Guest suite in New Haven

4.92 out of 5 average rating, 191 reviews

Rustic Two-Story Townhouse Apartment

Rustic two-story Townhouse Apartment connected to Historic New England home located in downtown New Haven. Although the unit is connected to the main house it has its own entrance, kitchen, living room, bedroom and bathroom. It is connected to the main house through a staircase to the basement and a French door. Please note: We have a family cat named Jazz who likes to roam the whole house.

Home in New Haven

4.85 out of 5 average rating, 107 reviews

Private studio with parking (2)

Studio located in New Haven. Unit has its own entrance, dining area, bedroom and private bathroom. It is connected to the main house through the driveway, however unit is isolated and has complete privacy from surroundings. We use smart locks. 🔑 Unit includes: microwave, mini fridge, coffee maker (and coffee 😊) Less than a mile from Tweed airport. Includes one gated parking space

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Orange vacation rentals

Free parking on premises

Air conditioning

Stay near Orange's top sights

Trader Joe's45 locals recommend

Connecticut Post Mall31 locals recommend

Whole Foods Market21 locals recommend

Costco Wholesale17 locals recommend

PEZ Visitor Center16 locals recommend

Texas Roadhouse14 locals recommend

Other great vacation rentals in Orange

Home in Milford

4.93 out of 5 average rating, 28 reviews

Sapphire Sandbar, beach house

Home in Woodmont

5 out of 5 average rating, 77 reviews

Luxurious Oceanfront Escape With Hot Tub

Home in Woodmont

4.99 out of 5 average rating, 69 reviews

Seaside Cottage: water views, walk to beaches!

Home in Woodmont

4.94 out of 5 average rating, 16 reviews

Bohemian Beach Oasis- Private Beach

Home in Milford

4.86 out of 5 average rating, 50 reviews

Cute 3 bedroom in Historic Downtown Milford

Home in Milford

4.91 out of 5 average rating, 44 reviews

Modern Beach Getaway

Rental unit in New Haven

4.96 out of 5 average rating, 25 reviews

The Elm | Right by Yale | Rooftop Terrace

Home in Woodmont

4.99 out of 5 average rating, 88 reviews

2 Bedroom with sweeping views of Long Island Sound

Quick stats about vacation rentals in Orange

Total rentals
20 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
290 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Frequently Asked Questions

Do house rentals in Orange have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Orange. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Orange?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Orange?
Experience the best of Orange with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Orange have free parking?
Absolutely! We offer over 10 house rentals with free parking in Orange. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Orange?
Orange has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Orange have wifi?
Absolutely! We offer over 10 house rentals with wifi in Orange. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orange have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Orange. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Orange?
Yes! Work meets play with ease at over 10 vacation rentals in Orange featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore