Wooster Square Little Italy - 2BR/1BA | Apartment in New Haven

10.0 (22 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  5 Guests
Downtown Apartment | Wooster Square Little Italy - 2BR/1BA

2 Bedroom Apartment in Downtown, New Haven

Welcome to the ultimate New Haven getaway! This modern, clean, and sun-filled luxury home is designed for relaxation and comfort the moment you walk in. Located in the heart of Little Italy/Wooster Square, New Haven's most iconic and walkable neighborhood, it's just steps away from the world’s BEST pizza. Perfect for groups of up to 5 guests, ideal for long-term stays, couples, small groups, and visiting professors.

✔ 6-minute drive to Yale University
✔ 3-minute drive to State Street Station

LIVING ROOM
✔ Large sofa pull-out queen
✔ 4 pillows & comforter in the closet
✔ 40" HD Smart TV w/ all streaming servies
✔ Board Games (UNO, Monopoly, Cards)
✔ 1 Pack 'N Play - Pamo Babe Portable Crib Baby Playpen (Max 33 lbs)
✔ A/C Unit

FIRST BEDROOM
✔ 1 Queen Bed - Hybrid Spring Foam mattress
✔ 1 Tempur-Pedic Cool Luxury Pad on top of mattress that can be removed
✔ 4 Casper Original Pillows
✔ A/C unit

SECOND BEDROOM
✔ 1 Twin Bed - Hybrid Spring Foam mattress
✔ 1 Tempur-Pedic Cool Luxury Pad on top of mattress that can be removed
✔ 4 Casper Original Pillows
✔ A/C unit

KITCHEN
✔ HUGE Eat-In Kitchen with kitchen table and island that seats 4
✔ All Utensils, Pots, Pans, Plates, Bowls, Cups, Wine Glasses, and more
✔ Keurig Coffee Maker (w/ K-cups)
✔ French Press (w/ Grounds)
✔ 72 oz. Ninja Blender
✔ Toaster
✔ Cookbook

BATHROOM
✔ Full bathroom
✔ Revlon Hairdryer
✔ Shampoo and Body Wash Shower Gel

OTHER DETAILS
✔ High Speed Wi-Fi
✔ Early Check-In allowed (if space is open)
✔ Extra Towels & Sheets
✔ Free street parking available 24/7
✔ Guests are welcome to supplies in the fridge and pantry
✔ The kitchen has all the essentials (and a fair number of non-essentials) for preparing meals
✔ Both bedrooms have exra pillows in the closet
✔ There are A/C units in both bedrooms AND the living room
✔ Locks on both bedroom doors

NEIGHBORHOOD
Hope you like pizza! You're in between two of the most famous pizza places in the country. Frank Pepe's and Sally's Pizza. Both only 1 block away. The neighborhood is quiet, safe, and very walkable any time of day. At night it becomes very peaceful as it's off the beaten path and the restaurants aren't open too late.
✔ 1 block from Frank Pepe's (Italian)
✔ 1 block from Sally's Apizza (Italian)
✔ 1 block from Libby's (Pastries)
✔ 1 block from Wooster Square Park
✔ 5 minute walk to State Street Station (Amtrak & Metro-North)
✔ 8 minute walk from G Cafe Bakery Ninth (Bakery)
✔ 10 minute walk from downtown New Haven, Yale University campus & museums
✔ 12 minute walk to Union Station (Amtrak & Metro-North)

**IMPORTANT NOTES**
✔ Travel Insurance: We encourage guests to purchase travel insurance, as our cancellation policy is strictly enforced and we cannot offer refunds beyond its terms.
✔ Weather Policy: Be sure to check the weather forecast before your stay. We do not issue refunds for weather-related disruptions, as they are beyond our control.
✔ Check-In & Check-Out Extensions: Early check-in and late check-out are available for $25 per additional hour and must be requested ahead of time. Approval is subject to availability.
✔ Pets: All pets under 60 pounds are welcome with prior approval. The pet fee is $150 per pet, per stay.
✔ We are available for both Short-Term and Long-Term Stays.

**GUEST GUIDELINES**
✔ Check-in after 4 PM; checkout by 11 AM unless otherwise arranged.
✔ To book this property, the primary guest must be at least 25 years old. They must also be present during the stay, and only registered guests are permitted on the premises.
✔ No parties, events, or extra visitors without approval.
✔ No smoking, vaping, or drug use indoors; fees apply.
✔ Pets allowed only with written approval.
✔ Guests are liable for any damage or missing items.
✔ Use outdoor amenities at your own risk.
✔ No commercial use or subletting without approval.
✔ Replacement fees apply for lost keys, remotes, or gate openers. Damages to appliances, amenities, or the hot tub—particularly from misuse or not following instructions—may result in additional charges.
✔ Report any issues within 24 hours of arrival.
✔ Unauthorized early check-in/late checkout incurs a fee equal to peak nightly rate.
✔ Cancellations and refunds follow platform policies.
✔ Do not move or remove furniture, décor, or electronics—damages will be charged.
✔ We recommend travel insurance. Refunds aren’t guaranteed during outages or severe weather.
✔ Quiet hours: 10 PM–7 AM. Neighbor complaints may lead to termination without refund.

By booking, you agree to these terms. We look forward to hosting you!

Wooster Square Little Italy - 2BR/1BA is located in Downtown. Wooster Square Little Italy - 2BR/1BA provides accommodation, featuring Internet, Laundry, Parking, among other amenities. This Apartment features Internet, Laundry, Parking, to make your stay a comfortable one.

Wooster Square Little Italy - 2BR/1BA has 2 Bedrooms , 1 Bathroom, and max occupancy of 5 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the Downtown has interesting places to visit. If you want to learn more about the Apartment in Downtown, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Parking
Pet Friendly
TV
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Shower
  • Hair dryer
  • Towels provided
  • Soap
  • 1 bathroom
  • Toilet paper
  • Shampoo
Bedroom
  • Bed sheets provided
  • Alarm clock
  • 2 bedrooms
  • Dining table
  • Living room
Kitchen
  • Kitchen island
  • Microwave
  • Refrigerator
  • Cookware/dishes/utensils
  • Dishwasher
  • Stovetop
  • Spices
  • Oven
  • Ice maker
Laundry
  • Laundry facilities
  • Near laundromat
Parking
  • Free offsite parking
  • Street parking available
  • Onsite parking
Pet Friendly
  • 1 total (up to 50 lbs per pet)
  • Pet friendly
Accessibility
  • No elevators
  • Upper floors accessible by stairs only
  • Smoke-free property
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Entertainment
  • Netflix
  • Streaming services
  • Stereo
  • Smart TV
  • Games
General
  • Reusable tableware only
  • Unit size: 990 sq ft (92 sq m)
  • Reusable cups only
  • Recycling
  • English
  • In the city center
  • Near a hospital
Guest Services
  • Children's games
  • Children's dinnerware
  • Iron/ironing board
Internet
  • Free WiFi
Security/Safety
  • First aid kit
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Deadbolt lock

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out
Check-out before 11:00 am contactless check-out available
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
1 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Teddy S.
Apr 8, 2025 05:06:51 AM
Review Score:   10
Summary: My sister and I came to New Haven for the Cherry blossom Festival. I was presenting as I'm a wildlife educator specializing in birds of prey. My sister came from Florida.The festival was cancelled due to weather. But we still had an amazing time! Because of our adorable Flat smack dab in the middle of everything. We explored New Haven. What a beautiful magical place. Great place to stay. Thank you Jarrett
See All Reviews
Check Apartment Availability
Nightly rates from:
USD443
You will be redirected to  
Hot Deal - It has been viewed 180 times today
Not the right fit? Check out our other properties in Downtown
Penthouse Apartment at Yale University. From US $343
         

10.0 (105 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Game Room Near Yale From US $504
         

|
10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Room-plaid Room 3min From Yale Univ From US $94
         

|
10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Internet
Skylight - Your Happy Place From US $207
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Downtown Haven Walk to Yale Renovated Parking From US $414
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Blue Bird From US $296
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Prospect Hill Suite - Near Yale From US $226
         

10.0 (1 Review)
Apartment
  • Parking
  • Security/Safety
  • Child Friendly
Angelica’s safe haven @ west haven From US $318
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Matisse at Wooster Square | Yale | Parking From US $171
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Brand new cozy waterfront house w jacuzzi From US $331
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Modern Comfort - 2BR Spacious Suite - Near Yale From US $173
         

Morse · Maison de Jardin Yale New Haven for Large Groups From US $791
         

9.8 (14 Reviews)
House
  • TV
  • Security/Safety
  • Fireplace/Heating
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit. From US $224
         

9.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Whitneyville Cottage From US $159
         

9.4 (17 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown loft apartment in the heart of downtown New Haven. From US $185
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Cozy 1-bedroom apartment, water views in wonderful New Haven with WiFi, AC From US $118
         

9.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Charming Studio| Near Yale| Downtown New Haven From US $167
         

8.8 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety