Photo by Chris Kailher

New Haven County holiday rentals

We found 1,413 holiday rentals — enter your dates for availability
Find the perfect place for you stay in New Haven County by choosing from 362 houses, 312 apartments and other holiday rentals. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as a fireplace and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Popular New Haven County destinations on Stayz

Holiday rentals with weekly discounts – New Haven County

Showing deals for:11 Dec - 18 Dec

Interior
Exterior
Room
Living area
Exceptional
(67 reviews)

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook

8% off
AU$9,805
for 7 nights, 1 home
AU$1,401 per night
includes taxes & fees
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
3rd Guest Bedroom - Queen Size - Harbor Views
You will love the Center Island cooktop open kitchen & beautiful water views
Cozy seating area with dual water views
Sunsets are simply breath taking over the water
Exceptional
(73 reviews)

Waterfront Retreat, Private Beach + Hot Tub Sunsets

Branford

14% off
AU$14,329
for 7 nights, 1 home
AU$2,047 per night
includes taxes & fees
Waterfront Retreat, Private Beach + Hot Tub Sunsets
Front of house
View of back of house
Stairs leading to third floor
Kitchen
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
AU$12,224
for 7 nights, 1 home
AU$1,746 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Bedroom 1: King
Sunset
Kitchen
Foyer
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
AU$17,763
for 7 nights, 1 home
AU$2,538 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
Living area
Living area
Interior
Property grounds
Exceptional
(10 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford

8% off
AU$3,937
for 7 nights, 1 cottage
AU$562 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Welcoming living room for quiet conversations.
The new splash pad will be a hit with the little ones.
The Guilford train station is 1/3rd of a mile away. Need to be in the city?
Special sunsets overlook the harbor and the Lobster Pound.
Exceptional
(32 reviews)

Great home walkable to everything!

Guilford

8% off
AU$6,852
for 7 nights, 1 home
AU$979 per night
includes taxes & fees
Great home walkable to everything!
Private kitchen
Gorgeous sunsets every night
Movie room with 85" 4k screen and surround sound Sonos System
18' x 36' heated pool.
Exceptional
(56 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
AU$11,618
for 7 nights, 1 home
AU$1,660 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Private kitchen
Outdoor dining
Well stocked eat-in kitchen with stainless appliances.
Family room by night with garage doors retracted.
Exceptional
(122 reviews)

Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct

Danbury

7% off
AU$5,230
for 7 nights, 1 home
AU$747 per night
includes taxes & fees
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
Pool and gardens image
Exterior image
Wrap around deck connecting Kitchen, dining room, Living room and Master bedroom
Fire pit
Exceptional
(52 reviews)

TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

Guilford

8% off
AU$6,825
for 7 nights, 1 home
AU$975 per night
includes taxes & fees
TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12
Dining
Terrace/patio
Interior
Pool
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,289
for 7 nights, 1 home
AU$2,041 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Private kitchen
Interior
Living area
Exterior
Exceptional
(31 reviews)

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Durham

8% off
AU$7,365
for 7 nights, 1 home
AU$1,052 per night
includes taxes & fees
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Room
Terrace/patio
Living area
Private kitchen
Exceptional
(33 reviews)

Updated cottage "Beriozka" on Cedar Lake

Chester

7% off
AU$2,272
for 7 nights, 1 cottage
AU$325 per night
includes taxes & fees
Updated cottage "Beriozka" on Cedar Lake
Dining
Living area
Bedroom with 2 single Beds
Interior
Exceptional
(6 reviews)

Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance

Higganum

8% off
AU$2,499
for 7 nights, 1 room
AU$357 per night
includes taxes & fees
Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance
Kitchen
Summer; forest view
Winter; main room
3rd sleeping area with ground-floor walkout
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
AU$4,053
for 7 nights, 1 cabin
AU$579 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
Exterior
Outdoor dining
Property grounds
Dining
Exceptional
(5 reviews)

On the Water Spacious Comfortable Historic Home

West Haven

8% off
AU$9,591
for 7 nights, 1 home
AU$1,370 per night
includes taxes & fees
On the Water Spacious Comfortable Historic Home
Living area
Outdoor dining
Bedroom 2
Kitchen
Exceptional
(8 reviews)

Silver Sands Beach Getaway

Milford

16% off
AU$4,336
for 7 nights, 1 home
AU$619 per night
includes taxes & fees
Silver Sands Beach Getaway
Front of Cottage 2024
small, covered front porch on cottage
Interior
New refrigerator, microwave, air fryer, coffee maker 2022
Exceptional
(9 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury

16% off
AU$2,583
for 7 nights, 1 cottage
AU$369 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres
Private kitchen
Living area
Living area
Terrace/patio
Exceptional
(16 reviews)

Spacious Modern Beach House, perfect for families

Branford

8% off
AU$6,832
for 7 nights, 1 home
AU$976 per night
includes taxes & fees
Spacious Modern Beach House, perfect for families
View from property
Flat yard,
Living area
main floor, king bed with bathroom, fireplace, slider opens to deck and hot tub.
Exceptional
(86 reviews)

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

New Fairfield

8% off
AU$16,718
for 7 nights, 1 home
AU$2,388 per night
includes taxes & fees
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Exterior
Interior
Property grounds
Private kitchen
Exceptional
(34 reviews)

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury

8% off
AU$10,849
for 7 nights, 1 home
AU$1,550 per night
includes taxes & fees
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Interior
Property grounds
Property grounds
Interior
Wonderful
(12 reviews)

Cozy Lake Garda Home-Baby/Kid/Pet Friendly

Burlington

8% off
AU$3,563
for 7 nights, 1 home
AU$509 per night
includes taxes & fees
Cozy Lake Garda Home-Baby/Kid/Pet Friendly
Living area
Terrace/patio
Dining
Room
Exceptional
(45 reviews)

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

East Haven

17% off
AU$6,100
for 7 nights, 1 home
AU$871 per night
includes taxes & fees
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
Dining
Property grounds
Level 2 (240V/40amp) EV charger available
Private kitchen
Exceptional
(13 reviews)

Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

Higganum

16% off
AU$4,601
for 7 nights, 1 home
AU$657 per night
includes taxes & fees
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Private kitchen
Interior
Living area
Living area
Excellent
(5 reviews)

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

East Haven

7% off
AU$4,175
for 7 nights, 1 home
AU$596 per night
includes taxes & fees
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Find the perfect holiday rental for your New Haven County getaway

Learn about the unique charm of New Haven County with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around New Haven County

Are you hoping to find attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes New Haven County a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Powder Ridge Mountain Park and Resort (11.8 mi / 19 km)
  • Mount Southington Ski Area (12 mi / 19.4 km)
  • Quassy Amusement Park (14 mi / 22.6 km)
  • Lake Compounce (15.9 mi / 25.6 km)
  • Brownstone Exploration & Discovery Park (18.7 mi / 30.2 km)
  • Beardsley Zoo (18.8 mi / 30.3 km)

Exploring the natural landscape of New Haven County

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in New Haven County. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Mount Carmel (1.7 mi / 2.8 km)
  • New Haven Green (6.9 mi / 11.1 km)
  • Beacon Falls Town Recreation Field (7.9 mi / 12.7 km)
  • New Haven Harbor (9.3 mi / 15 km)
  • Sandy Point Beach (10.2 mi / 16.4 km)
  • Seabluff Beach (10.9 mi / 17.5 km)

Travelling to and around New Haven County

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 9.8 mi (15.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 11.8 mi (19 km) away.

If you prefer to travel by train, Wallingford Station, New Haven State Street Station and New Haven, CT (ZVE-New Haven Train Station) are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in New Haven County when booking a holiday home?
One of the more popular destinations to choose your holiday property in New Haven County is Milford. Make your home away from home here and experience some top attractions, including Walnut Beach and Silver Sands State Park.
What is the most popular type of holiday home accommodation in New Haven County?
According to our data, houses are the most sought-after type of holiday home in New Haven County. But that goes without saying, everyone's idea of an awesome trip differs. Stayz has holiday homes with every size, shape and budget in mind, so you're bound to find the best fit for your needs.
How much does it cost to rent a holiday home in New Haven County?
The average price for a holiday home in New Haven County is determined by a number of factors, like property type, season and length of stay. Whether you're looking for a sprawling villa with lots of space or a quaint cabin ideal for just you and the kids, just enter your travel dates to see stays with fantastic value.
How much does it cost to rent a beach house in New Haven County?
The average price for a holiday home close to the beach in New Haven County will depend on when you're going and the size and type of property you're searching for. You can find prices easily and quickly on Stayz by entering your destination and preferred travel dates. Then use our filters to select the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a pool.
What are popular home amenities in New Haven County?
When it comes to home amenities that guests look for in New Haven County, off-street parking options, a fridge and a microwave oven rank the highest. With Stayz holiday homes, you'll enjoy choices to fit your taste and style, whether you're taking a trip with relatives, friends or even pets.
Are there large group holiday homes in New Haven County?
Choose from 42 properties in New Haven County that can host 10 or more guests. Whether you're planning a trip with the family or an event like an anniversary, there's enough space to get your favourite people together under one roof.
What are the top attractions for families in New Haven County?
Keep the kids happy at these fantastic family-friendly attractions in New Haven County:
  • Hammonasset Beach State Park
  • Silver Sands State Park
  • Toyota Oakdale Theatre
Can I find two-bedroom holiday homes in New Haven County?
Gather your nearest and dearest and enjoy total privacy and comfort in one of the 105 two-bedroom holiday homes New Haven County has to offer.
Are there holiday homes with WiFi in New Haven County?
Take your pick of 168 holiday homes with WiFi in New Haven County. If you want to disconnect from daily life on your trip, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in New Haven County?
The minimum age is usually 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your preferred New Haven County stay before booking your trip.
How long can I rent a holiday home in New Haven County for?
The amount of time you can book a New Haven County holiday home for differs depending on the property. Simply enter your preferred travel dates to view options offering extended stays. They include all you need to make your extended holiday more comfortable and enjoyable, like air conditioning and laundries. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.

More holiday ideas