Photo by Darrell Bumbala

Woodmont Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Woodmont holiday rentals

A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

1. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveller
The price is NZ$140
includes taxes & fees
22 Nov - 23 Nov
Sunny 1 Full Bed ADA|Free parking
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

2. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
The price is NZ$310
includes taxes & fees
30 Nov - 1 Dec
One bedroom in United States of America, New Haven
A living room with a staircase, a sofa, a coffee table, and a TV.

3. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is NZ$439
includes taxes & fees
9 Nov - 10 Nov
Loft •Pool • Gym • Free Parking • Near Yale
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

4. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveller
The price is NZ$299
includes taxes & fees
30 Nov - 1 Dec
Yale Deluxe Modern Apartment
Interior

5. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
The price is NZ$327
includes taxes & fees
9 Nov - 10 Nov
Château Blanc | Near Yale University
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

6. Cozy 2-Bed ADA|Pool|Free Parking

Cozy 2-Bed ADA|Pool|Free Parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here if they want quick check-in and restful sleep quality. Parking is easy to find close by, so no hassle with unloading bags."
United States
Anonymous traveller
The price is NZ$140
includes taxes & fees
22 Nov - 23 Nov
Cozy 2-Bed ADA|Pool|Free Parking
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

7. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
The price is NZ$403
includes taxes & fees
8 Nov - 9 Nov
Prime Yale Studio Steps to Sallys Apizza
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

8. 2 FULL BEDS | NON-SMOKING

2 FULL BEDS | NON-SMOKING
MILFORD
8.8 out of 10, Excellent, (5 reviews)
The price is NZ$140
includes taxes & fees
22 Nov - 23 Nov
2 FULL BEDS | NON-SMOKING
A house with a front porch, a garage, and a well-maintained lawn.

9. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is NZ$566
includes taxes & fees
6 Nov - 7 Nov
Angelica’s safe haven @ west haven
A modern interior with a staircase, a trash bin, and a dining area.

10. Beach Apartment in Woodmont Milford

Beach Apartment in Woodmont Milford
Milford
9.0 out of 10, Wonderful, (7 reviews)
"Good time and a good clean place to stay. Door lock is a little tricky but the host was very responsive and got us going fast"
United States
PGH M.
The price is NZ$626
includes taxes & fees
9 Nov - 10 Nov
Beach Apartment in Woodmont Milford
A swimming pool at night with blue lighting.

11. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$257
includes taxes & fees
11 Nov - 12 Nov
Business or Weekend escape
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

12. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is NZ$361
includes taxes & fees
16 Nov - 17 Nov
Spacious 2 Bedroom apartment close to Yale Bowl
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

13. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
The price is NZ$310
includes taxes & fees
30 Nov - 1 Dec
Yale Casa Verde Studio
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

14. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
The price is NZ$432
includes taxes & fees
19 Nov - 20 Nov
Modern Westville Home near Yale and Hospitals
A modern kitchen with a sink, countertop, and a dishwasher. There is a blue sofa with a window view and a bed in the adjacent room.

15. Luxury Studio Near Yale | Gym, W/D & Fast WiFi

Luxury Studio Near Yale | Gym, W/D & Fast WiFi
Downtown New Haven
8.0 out of 10, Very good, (2 reviews)
"The location is excellent - right on the Green and near bus stops including the free bus from the train station. There is a great little market on the first floor of the building. The owner was very responsive to questions, but our visit was marred by the fact that the smoke detector chirped every 23 seconds day and night. The owner knew about this from the moment we checked in but did not fix it during the 2 days we were there. Until this is fixed he should warn renters ahead of time so...
United States
Julianne P.
The price is NZ$302
includes taxes & fees
30 Nov - 1 Dec
Luxury Studio Near Yale | Gym, W/D & Fast WiFi
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

16. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is NZ$507
includes taxes & fees
17 Nov - 18 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals
A living room with a flat-screen TV mounted on the wall, a yellow armchair, a patterned rug, and various decorative items on shelves and side tables.

17. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (17 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
The price is NZ$397
includes taxes & fees
15 Nov - 16 Nov
The Sicilian
A reception desk with a staff member, a guest, and a child.

18. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Before morning travel, we got much-needed rest here. Rooms had ample space so it didn't feel cramped at all, plus friendly staff shared helpful breakfast recommendations as part of our group treat experience."
United States
Anonymous traveller
The price is NZ$162
includes taxes & fees
1 Dec - 2 Dec
Cozy 1 King Bed | Smoking
A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

19. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
The price is NZ$296
includes taxes & fees
11 Nov - 12 Nov
Cozy East Haven Home • Near Beach & Yale
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

20. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is NZ$365
includes taxes & fees
17 Nov - 18 Nov
Serene Country Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Woodmont Hotel Reviews

A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
Milford

10/10 Excellent

Stayed overnight, so commenting on the area I can only say there was no traffic. Would stay again.
Australia
Michael
Reviewed August 14, 2024
Hilton Garden Inn Milford

Find out more about Woodmont

Everything you need to know about Woodmont holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodmont holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodmont holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodmont holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodmont. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodmont holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodmont holiday rentals we have selected for you start as low as NZ$140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodmont rentals

At Expedia, we put the best Woodmont holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodmont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodmont holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodmont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Woodmont?

Yes, there are holiday rentals close to the most popular sights in Woodmont, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woodmont has to offer?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: This highly rated holiday home rental in Woodmont is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Woodmont?

Choose from 3 Expedia holiday rentals in Woodmont for a memorable holiday.

What’s there to see and do in Woodmont?

While exploring the area, visit family-friendly sights like Peabody Museum of Natural History, or get outside and enjoy nature at Seabluff Beach. In the wider area, you’ll find Westfield Connecticut Post Mall and Sandy Point Beach.

What’s a holiday rental in Woodmont like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodmont. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.