Orange Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Orange, Connecticut, USA

COSY and HOMEY with ALL
From£157 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Modern & Spacious 2BR Apartment with Gym & Parking
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10.0 (12 Reviews)
2 Bedrooms 4 Guests
Landing Furnished Apartment Near Yale University
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2.0 (1 Review)
1 Bedroom 2 Guests
Charming 2-bedroom 50 ft from Fort Trumbull private beach.
10.0 (1 Review)
2 Bedrooms 5 Guests
A little place in the Sun
From£526 per night
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10.0 (9 Reviews)
2 Bedrooms 4 Guests
Room-black-white Rm By Yale U
New
1 Bedroom 2 Guests
B2-3-Serenity Adobe with ALL NEEDS
10.0 (1 Review)
3 Bedrooms 6 Guests
A brick's throw away to Sally's!
10.0 (3 Reviews)
1 Bedroom 5 Guests
Charming 3 Bedroom Beach Front Cottage
9.8 (12 Reviews)
3 Bedrooms 8 Guests
Spacious Home with Fire Pit & Game Room Near Yale
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10.0 (1 Review)
4 Bedrooms 14 Guests
B2-2-Gorgeous-Shiny 4 BR-2 FULL BATH
9.4 (3 Reviews)
4 Bedrooms 6 Guests
Bright Milford Beach House w/Outdoor Shower
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10.0 (1 Review)
2 Bedrooms 6 Guests
B1 - Walk to YALE Hospital 2
From£225 per night
9.0 (2 Reviews)
3 Bedrooms 6 Guests
Charming 3 bedroom Beach Front Cottage
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10.0 (1 Review)
3 Bedrooms 8 Guests
B1- Walk to YALE Hospital 1
From£203 per night
6.0 (1 Review)
3 Bedrooms 7 Guests
Red Cross Haven Modern 2BR 2BA Near Yale
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10.0 (1 Review)
2 Bedrooms 4 Guests
Stylish & Comfortable Oasis
From£163 per night
6.0 (1 Review)
2 Bedrooms 4 Guests
Spacious Getaway by Wooster Square!
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10.0 (1 Review)
2 Bedrooms 4 Guests
B2-1-Specious - New 3 BR - 2 BATH
From£231 per night
New
3 Bedrooms 6 Guests
Spacious King 1BR by Wooster Square & Yale
10.0 (1 Review)
1 Bedroom 4 Guests
Comfortable and Tranquil -1st Fl
From£200 per night
New
3 Bedrooms 6 Guests
Mari Private Room near Yale, Hospitals & Downtown
10.0 (1 Review)
1 Bedroom 2 Guests
Dream Home Haven
From£183 per night
New
3 Bedrooms 6 Guests
Wooster Square Gems
From£345 per night
9.7 (3 Reviews)
5 Bedrooms 15 Guests
B1- Walk to YALE Hospital 3
From£141 per night
New
2 Bedrooms 4 Guests
Cottage at Yale Entire Place Fast WiFi
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9.6 (6 Reviews)
1 Bedroom 3 Guests
Penthouse Apartment at Yale University.
10.0 (108 Reviews)
2 Bedrooms 4 Guests
The Brick House Wooster Sq at Yale with Skyline Deck and WD
9.6 (6 Reviews)
3 Bedrooms 8 Guests
Central 2BR Near Yale WiFi with Washer and Dryer
9.5 (7 Reviews)
2 Bedrooms 5 Guests
Stylish luxury in New Haven, CT
10.0 (20 Reviews)
2 Bedrooms 5 Guests
Beautiful Wooster Sq. getaway - great neighborhood
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9.4 (17 Reviews)
2 Bedrooms 4 Guests
Stunning Sunsets & Coastal Charm in Milford!
10.0 (14 Reviews)
2 Bedrooms 4 Guests
Gorgeous 1BR Wooster Sq. apt. - wshr/dryr, parking
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9.3 (24 Reviews)
1 Bedroom 3 Guests
Renovated Milford Beach home by Charles Island/Silver Sands Pk
10.0 (8 Reviews)
2 Bedrooms 7 Guests
7 Mins drive to Yale, Large fenced yard
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9.2 (10 Reviews)
3 Bedrooms 6 Guests
Modern 1-bedroom in the heart of New Haven!
10.0 (7 Reviews)
1 Bedroom 3 Guests
Angelica’s safe haven @ west haven
10.0 (6 Reviews)
2 Bedrooms 4 Guests
2BR Coastal Retreat close to Yale and walk to NY Train!
10.0 (3 Reviews)
2 Bedrooms 6 Guests
Spacious Bohemian Nook
From£120 per night
8.4 (8 Reviews)
2 Bedrooms 6 Guests
Angelica peaceful place
From£141 per night
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9.2 (7 Reviews)
2 Bedrooms 4 Guests
Hotel Marcel New Haven, Tapestry Collection By Hilton
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9.4 (1004 Reviews)
1 Bedroom 2 Guests
#37 - Luxury Collection
From£253 per night
8.4 (5 Reviews)
2 Bedrooms 4 Guests
DTWN Yale Wooster Square Laundry
9.2 (5 Reviews)
1 Bedroom 5 Guests
The Blake Hotel
From£175 per night
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9.4 (1002 Reviews)
1 Bedroom 2 Guests
Downtown New Haven Escape
From£119 per night
8.0 (7 Reviews)
1 Bedroom 3 Guests
Coastal Work & Rest Retreat
9.2 (5 Reviews)
2 Bedrooms 4 Guests
The Study at Yale
From£181 per night
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9.4 (669 Reviews)
1 Bedroom 2 Guests
Gorgeous 1st Floor Westville Apartment
8.0 (3 Reviews)
2 Bedrooms 5 Guests
Beautiful Studio Apartment in Historic House
9.1 (31 Reviews)
1 Bedroom 2 Guests
Hyatus Luxury Residences City Crossing
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9.0 (85 Reviews)
10 Bedrooms 8 Guests
Historic Home near the Beach! And Yale!
8.0 (2 Reviews)
1 Bedroom 2 Guests
Landing Modern 2BD Gym
From£234 per night
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9.0 (1 Review)
3 Bedrooms 4 Guests
Studio getaway right by Yale - EXPERTLY SANITIZED
8.0 (1 Review)
1 Bedroom 2 Guests
Landing Spectacular 1BD Game Room Gym
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9.0 (1 Review)
5 Bedrooms 8 Guests
Modern Downtown Yale, Wooster Square apartment
7.0 (4 Reviews)
2 Bedrooms 6 Guests
Ross Private Room near Yale, Hospitals & Downtown
9.0 (1 Review)
1 Bedroom 2 Guests
Close to Yale
From£198 per night
7.0 (2 Reviews)
1 Bedroom 3 Guests
Queen Beds, Fast WiFi, Free Parking, Central A/C, TV's
8.9 (11 Reviews)
3 Bedrooms 6 Guests
Yale Casa Azul Studio
From£130 per night
6.4 (5 Reviews)
1 Bedroom 3 Guests
Historic peaceful apartment
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8.8 (52 Reviews)
1 Bedroom 4 Guests
Private Smart Suite Near Yale, Train, Beach & Tweed
6.0 (2 Reviews)
1 Bedroom 2 Guests
CoHouse New Haven steps to Yale University
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8.8 (39 Reviews)
7 Bedrooms 15 Guests
Stylish Westville Apartment near Yale Campus
6.0 (1 Review)
2 Bedrooms 4 Guests
Cheerful 3 Bedroom Beach Front Cottage with Fire Place
8.8 (8 Reviews)
3 Bedrooms 8 Guests

About Orange Vacation Rentals

With more than 718 Orange vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Orange.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Orange, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Orange. Places to stay near Orange are 503.56 ft² on average, with prices averaging £245 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Orange with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Orange?

What are the top vacation rentals in Orange?

How many Rentbyowner vacation rentals are available in Orange?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 718 in the Orange area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Orange. 

Nearby Neighborhood (1)

NeighborhoodProperty Count
West New Haven Vacation Rentals in New Haven, Connecticut 26