230+ Private Villas and Holiday Rentals in Downtown |
Downtown Holiday Rentals
New
- Connecticut
- New Haven
- 1.12 mi to center
11 Guests
6 Bedrooms
2 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $540/Night
For 7 Nights US $3,782
10.0
Exceptional
(1 Review)
- Connecticut
- New Haven
- 2.09 mi to center
1216.32 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- View
- Pet Friendly
US $909/Night
For 7 Nights US $6,363
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $409/Night
For 7 Nights US $2,861
10.0
Exceptional
(106 Reviews)
800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $332/Night
For 7 Nights US $2,326
10.0
Exceptional
(1 Review)
9 Guests
1 Bedroom
2 Bathrooms
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $414/Night
For 7 Nights US $2,898
10.0
Exceptional
(8 Reviews)
- Connecticut
- New Haven
- 0.61 mi to center
344 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $357/Night
For 7 Nights US $2,500
10.0
Exceptional
(5 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $320/Night
For 7 Nights US $2,238
10.0
Exceptional
(4 Reviews)
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $291/Night
For 7 Nights US $2,038
10.0
Exceptional
(3 Reviews)
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $415/Night
For 7 Nights US $2,903
Luxury Holiday Rentals in Downtown
Over 221+ Luxury Holiday Rentals in or Near Downtown
1.0
Average
(1 Review)
- Connecticut
- New Haven
- 0.73 mi to center
86.11 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Pet Friendly
- Air Conditioner
- Internet
US $1,500/Night
For 7 Nights US $10,500
New
- Connecticut
- New Haven
- 4.23 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
Condo
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $1,217/Night
For 7 Nights US $8,520
New
- Connecticut
- New Haven
- 2.51 mi to center
10 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Bed & Breakfast
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $976/Night
For 7 Nights US $6,834
8.9
Fabulous
(11 Reviews)
1313.2 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $900/Night
For 7 Nights US $6,300
9.8
Exceptional
(14 Reviews)
- Connecticut
- New Haven
- 1.81 mi to center
12 Guests
5 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Child Friendly
US $617/Night
For 7 Nights US $4,321
8.8
Fabulous
(236 Reviews)
433.25 ft²
1 Bathroom
Free Cancellation
Hotel
- Balcony/Terrace
- Pet Friendly
- Parking
US $556/Night
For 7 Nights US $3,892
9.6
Exceptional
(7 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $546/Night
For 7 Nights US $3,822
9.2
Exceptional
(5 Reviews)
796.53 ft²
5 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $537/Night
For 7 Nights US $3,760
New
- Connecticut
- New Haven
- 0.35 mi to center
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $530/Night
For 7 Nights US $3,713
Top-Rated Holiday Rentals with a Pool in Downtown
Over 3+ The Best Private Villas and Holiday Rentals in Downtown with a Pool
10.0
Exceptional
(3 Reviews)
- Connecticut
- New Haven
- 0.66 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
US $199/Night
For 7 Nights US $1,393
New
- Connecticut
- New Haven
- 0.82 mi to center
1550 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
US $236/Night
For 7 Nights US $1,655
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Spa
- Fireplace/Heating
- Pool
US $110/Night
For 7 Nights US $770
Pet-Friendly Holiday Rentals in Downtown
Over 59+ Pet-Friendly Holiday Rentals in or Near Downtown
10.0
Exceptional
(2 Reviews)
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $286/Night
For 7 Nights US $2,000
9.5
Exceptional
(6 Reviews)
5 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Pet Friendly
- Parking
- Child Friendly
US $189/Night
For 7 Nights US $1,323
9.4
Exceptional
(17 Reviews)
- Connecticut
- New Haven
- 2.69 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $196/Night
For 7 Nights US $1,374
8.7
Fabulous
(47 Reviews)
- Connecticut
- New Haven
- 1.10 mi to center
118.4 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Skiing
- Balcony/Terrace
- View
US $111/Night
For 7 Nights US $778
9.4
Exceptional
(3 Reviews)
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $377/Night
For 7 Nights US $2,639
9.0
Exceptional
(14 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $227/Night
For 7 Nights US $1,587
8.6
Fabulous
(20 Reviews)
- Connecticut
- New Haven
- 0.86 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $151/Night
For 7 Nights US $1,055
6.0
Good
(3 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $334/Night
For 7 Nights US $2,341
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $243/Night
For 7 Nights US $1,701
Large Holiday Rentals and Private Villas in Downtown
Over 18+ Large Holiday Rentals and Private Villas in or Near Downtown
New
- Connecticut
- New Haven
- 2.09 mi to center
1220 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $470/Night
For 7 Nights US $3,287
8.6
Fabulous
(144 Reviews)
645.83 ft²
16 Guests
6 Bedrooms
3 Bathrooms
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $244/Night
For 7 Nights US $1,710
8.0
Excellent
(1 Review)
12 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $626/Night
For 7 Nights US $4,379
New
- Connecticut
- New Haven
- 0.87 mi to center
1625.35 ft²
11 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Parking
- Air Conditioner
- Internet
US $479/Night
For 7 Nights US $3,355
New
- Connecticut
- New Haven
- 1.19 mi to center
32 ft²
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $152/Night
For 7 Nights US $1,061
New
- Connecticut
- New Haven
- 2.55 mi to center
12 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $715/Night
For 7 Nights US $5,003
New
- Connecticut
- New Haven
- 1.83 mi to center
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Child Friendly
- Security/Safety
US $232/Night
For 7 Nights US $1,621
New
- Connecticut
- New Haven
- 0.61 mi to center
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Internet
- Child Friendly
- Security/Safety
US $205/Night
For 7 Nights US $1,435
10.0
Exceptional
(3 Reviews)
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Air Conditioner
- Child Friendly
- Laundry
US $419/Night
For 7 Nights US $2,935
Wheelchair Accessible Holiday Homes in Downtown
Over 26+ Wheelchair Accessible Holiday Homes in or Near Downtown
10.0
Exceptional
(1 Review)
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $453/Night
For 7 Nights US $3,170
8.9
Fabulous
(781 Reviews)
344.45 ft²
5 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Breakfast
- Pet Friendly
US $269/Night
For 7 Nights US $1,883
9.4
Exceptional
(1002 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $256/Night
For 7 Nights US $1,795
8.0
Excellent
(1 Review)
850 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $289/Night
For 7 Nights US $2,021
8.4
Excellent
(1824 Reviews)
328.3 ft²
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Breakfast
- Pet Friendly
US $142/Night
For 7 Nights US $994
New
780 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Kitchen
US $198/Night
For 7 Nights US $1,385
10.0
Exceptional
(5 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $316/Night
For 7 Nights US $2,209
10.0
Exceptional
(1 Review)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $317/Night
For 7 Nights US $2,217
9.8
Exceptional
(16 Reviews)
800 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $227/Night
For 7 Nights US $1,589
Downtown Private Villas and Holiday Homes Under $200
Over 88+ Downtown Private Villas and Holiday Homes Under $200
10.0
Exceptional
(1 Review)
- Connecticut
- New Haven
- 1.41 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $188/Night
For 7 Nights US $1,313
9.2
Exceptional
(7 Reviews)
1216.32 ft²
4 Guests
2 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $188/Night
For 7 Nights US $1,318
New
- Connecticut
- New Haven
- 1.01 mi to center
1 Bedroom
1 Bathroom
Couples Retreat
House
- Balcony/Terrace
- Parking
- Internet
US $88/Night
For 7 Nights US $616
10.0
Exceptional
(1 Review)
- Connecticut
- New Haven
- 0.38 mi to center
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $166/Night
For 7 Nights US $1,161
9.1
Exceptional
(31 Reviews)
96.88 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Balcony/Terrace
- View
- Parking
US $109/Night
For 7 Nights US $763
10.0
Exceptional
(1 Review)
- Connecticut
- New Haven
- 4.14 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $151/Night
For 7 Nights US $1,055
6.0
Good
(1 Review)
- Connecticut
- New Haven
- 1.06 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $179/Night
For 7 Nights US $1,252
New
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $169/Night
For 7 Nights US $1,186
New
6092 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $161/Night
For 7 Nights US $1,124
Instantly Bookable Holiday Homes in Downtown
Over 88+ Instantly Bookable Holiday Homes in or Near Downtown
10.0
Exceptional
(3 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $344/Night
For 7 Nights US $2,411
New
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $222/Night
For 7 Nights US $1,556
10.0
Exceptional
(3 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $322/Night
For 7 Nights US $2,252
New
- Connecticut
- New Haven
- 2.14 mi to center
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $323/Night
For 7 Nights US $2,261
New
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $322/Night
For 7 Nights US $2,252
New
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $211/Night
For 7 Nights US $1,477
New
6329 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $161/Night
For 7 Nights US $1,124
New
6997 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $161/Night
For 7 Nights US $1,124
New
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $156/Night
For 7 Nights US $1,095
Book a Last Minute Place to Stay in Downtown
About Casai's Private Villas and Holiday Rentals in Downtown
Discover more than 230 vacation rentals available in Downtown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Downtown.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Downtown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Downtown. On average, places to stay near Downtown offer 427.06 ft², with nightly prices averaging US $269.
With Casai, finding and comparing holiday rentals in Downtown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Downtown
| Type | Count |
|---|---|
| Holiday Apartments | 142 |
| Vacation Homes | 60 |
| Cottages | 2 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Downtown
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Downtown.
Weather in Downtown, CT
View the weather forecast for Downtown before booking your Downtown Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Other Places to Stay in Downtown, CT
Frequently Asked Questions About Downtown?
What are the top holiday rentals in Downtown?
With numerous options available in Downtown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Downtown:
- Penthouse Apartment at Yale University.
- Charming cottage retreat near Yale, Science Park, and Ingalls Ice Rink. Perfect for students, professionals, and weekend travelers seeking quiet comfort.
- Bright Downtown New Haven Escape
- DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!
- “Elm City” Retreat Near Yale, Parking, Gym, Downtown, Wooster Sq & Union Station
- The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
- Spacious Stay Downtown New Haven
- DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!
- Game Room Near Yale
- The Elm Haven near Yale, Union Station & Wooster Sq with Gym and Parking
Which holiday homes in Downtown are best for families?
If you're searching for a family-friendly holiday home in Downtown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Downtown:
- Charming 2-bedroom house with AC, WiFi in fantastic New Haven
- Cottage at Yale Entire Place Fast WiFi
- The Study at Yale
How many Casai.com holiday rentals are available in Downtown?
As of 2026, Casai boasts over 230 properties listed in the Downtown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Downtown.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Mill River Vacation Rentals in New Haven, Connecticut | 43 |
| Dwight Vacation Rentals in New Haven, Connecticut | 39 |
| The Hill Vacation Rentals in New Haven, Connecticut | 28 |
| East Rock Vacation Rentals in New Haven, Connecticut | 560 |
| Prospect Hill Vacation Rentals in New Haven, Connecticut | 566 |
| Long Wharf Vacation Rentals in New Haven, Connecticut | 602 |
People Also Ask
Finding the best prices in Downtown
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