196+ Vacation Home Rentals in Trumbull |
Trumbull Vacation Rentals & Ski-in/Ski-out Homes
New
1900 ft²
11 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $692/Night
For 7 Nights US $4,842
10.0
Exceptional
(2 Reviews)
538.2 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $155/Night
For 7 Nights US $1,085
New
- New Haven
- Bridgeport
- 1.40 mi to center
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,376/Night
For 7 Nights US $9,634
New
1900 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $269/Night
For 7 Nights US $1,884
10.0
Exceptional
(1 Review)
2002.09 ft²
8 Guests
3 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- View
- Parking
US $216/Night
For 7 Nights US $1,514
10.0
Exceptional
(11 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $271/Night
For 7 Nights US $1,897
10.0
Exceptional
(6 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $160/Night
For 7 Nights US $1,117
10.0
Exceptional
(2 Reviews)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $328/Night
For 7 Nights US $2,294
10.0
Exceptional
(2 Reviews)
- New Haven
- West End - West Side
- 0.55 mi to center
900 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $286/Night
For 7 Nights US $2,000
Luxury Places to Stay in Trumbull
Over 187+ Luxury Places to Stay in or Near Trumbull
New
7000 ft²
10 Guests
10 Bedrooms
8 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $3,968/Night
For 7 Nights US $27,773
New
9999.67 ft²
17 Guests
7 Bedrooms
8 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- Parking
US $2,995/Night
For 7 Nights US $20,965
10.0
Exceptional
(6 Reviews)
5700 ft²
8 Guests
7 Bedrooms
5 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $2,139/Night
For 7 Nights US $14,973
10.0
Exceptional
(1 Review)
10000 ft²
17 Guests
7 Bedrooms
8 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,656/Night
For 7 Nights US $11,589
New
1905.21 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $1,597/Night
For 7 Nights US $11,178
9.6
Exceptional
(9 Reviews)
- New Haven
- Bridgeport
- 1.40 mi to center
3300 ft²
15 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,587/Night
For 7 Nights US $11,106
New
3896.54 ft²
11 Guests
6 Bedrooms
5 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $1,563/Night
For 7 Nights US $10,944
9.6
Exceptional
(5 Reviews)
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,322/Night
For 7 Nights US $9,252
9.6
Exceptional
(4 Reviews)
4000 ft²
11 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,062/Night
For 7 Nights US $7,435
Top-Rated Vacation Rentals with a Pool in Trumbull
Over 21+ Top-Rated Vacation Rentals with a Pool in or Near Trumbull
10.0
Exceptional
(7 Reviews)
- Connecticut
- Redding Ridge
- 1.74 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $924/Night
For 7 Nights US $6,467
9.4
Exceptional
(65 Reviews)
625 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Pool
- Hot Tub
- Fireplace/Heating
US $175/Night
For 7 Nights US $1,224
8.8
Fabulous
(1005 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $131/Night
For 7 Nights US $918
8.8
Fabulous
(1000 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $171/Night
For 7 Nights US $1,195
8.6
Fabulous
(1004 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $146/Night
For 7 Nights US $1,022
8.6
Fabulous
(1000 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $146/Night
For 7 Nights US $1,020
8.4
Excellent
(711 Reviews)
456.39 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $283/Night
For 7 Nights US $1,978
8.0
Excellent
(1119 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $141/Night
For 7 Nights US $984
8.0
Excellent
(1004 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
US $175/Night
For 7 Nights US $1,224
Pet-Friendly Vacation Rentals in Trumbull
Over 57+ Pet-Friendly Vacation Rentals in or Near Trumbull
10.0
Exceptional
(1 Review)
1900 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $302/Night
For 7 Nights US $2,115
8.0
Excellent
(1 Review)
- New Haven
- Bridgeport
- 1.40 mi to center
3304.52 ft²
15 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $1,004/Night
For 7 Nights US $7,025
New
- New Haven
- Bridgeport
- 0.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $195/Night
For 7 Nights US $1,364
9.6
Exceptional
(8 Reviews)
- New Haven
- Bridgeport
- 0.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $232/Night
For 7 Nights US $1,624
5.5
Average
(2 Reviews)
5920.15 ft²
3 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $250/Night
For 7 Nights US $1,750
9.6
Exceptional
(5 Reviews)
- Connecticut
- Monroe
- 2.55 mi to center
550 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $237/Night
For 7 Nights US $1,662
9.4
Exceptional
(8 Reviews)
- New Haven
- Bridgeport
- 0.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $230/Night
For 7 Nights US $1,610
9.0
Exceptional
(6 Reviews)
- New Haven
- Bridgeport
- 0.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $164/Night
For 7 Nights US $1,146
8.4
Excellent
(5 Reviews)
969 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $367/Night
For 7 Nights US $2,572
Large Vacation Homes & Villas in Trumbull
Over 18+ Large Vacation Homes & Villas in or Near Trumbull
10.0
Exceptional
(6 Reviews)
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $689/Night
For 7 Nights US $4,822
10.0
Exceptional
(1 Review)
- New Haven
- Brooklawn - St. Vincent
- 0.59 mi to center
11 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- View
- Parking
US $543/Night
For 7 Nights US $3,799
10.0
Exceptional
(4 Reviews)
- New Haven
- Brooklawn - St. Vincent
- 0.75 mi to center
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $447/Night
For 7 Nights US $3,129
9.5
Exceptional
(2 Reviews)
952.61 ft²
16 Guests
7 Bedrooms
2 Bathrooms
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $242/Night
For 7 Nights US $1,694
9.8
Exceptional
(8 Reviews)
- New Haven
- Bridgeport
- 2.56 mi to center
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $558/Night
For 7 Nights US $3,904
9.6
Exceptional
(4 Reviews)
- New Haven
- West End - West Side
- 0.55 mi to center
2500 ft²
12 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $590/Night
For 7 Nights US $4,132
9.4
Exceptional
(8 Reviews)
- New Haven
- Brooklawn - St. Vincent
- 0.59 mi to center
2000 ft²
11 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $387/Night
For 7 Nights US $2,709
9.4
Exceptional
(3 Reviews)
- New Haven
- Brooklawn - St. Vincent
- 0.30 mi to center
14 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $614/Night
For 7 Nights US $4,299
New
6200 ft²
17 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $796/Night
For 7 Nights US $5,573
Wheelchair Accessible Vacation Homes in Trumbull
Over 7+ Wheelchair Accessible Vacation Homes in or Near Trumbull
7.9
Very Good
(95 Reviews)
367.05 ft²
1 Bathroom
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $131/Night
For 7 Nights US $916
7.4
Very Good
(1006 Reviews)
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Breakfast
- Kitchen
US $127/Night
For 7 Nights US $887
7.8
Very Good
(439 Reviews)
398.26 ft²
4 Bathrooms
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $150/Night
For 7 Nights US $1,048
7.8
Very Good
(267 Reviews)
348.03 ft²
2 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $128/Night
For 7 Nights US $893
7.7
Very Good
(217 Reviews)
637.22 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Pool
- Breakfast
US $154/Night
For 7 Nights US $1,079
7.2
Very Good
(424 Reviews)
301.39 ft²
5 Bathrooms
Hotel
- Fireplace/Heating
- Pet Friendly
- Parking
US $121/Night
For 7 Nights US $844
7.2
Very Good
(257 Reviews)
348.75 ft²
4 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $162/Night
For 7 Nights US $1,132
Trumbull Resorts and Airbnb Homes Under $200
Over 60+ Trumbull Resorts and Airbnb Homes Under $200
10.0
Exceptional
(1 Review)
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $82/Night
For 7 Nights US $576
8.9
Fabulous
(6 Reviews)
5 Guests
2 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- View
- Parking
US $186/Night
For 7 Nights US $1,301
8.0
Excellent
(1005 Reviews)
1 Bathroom
Family Friendly
Hotel
- Kitchen
- Parking
- Air Conditioner
US $195/Night
For 7 Nights US $1,368
7.0
Very Good
(14 Reviews)
- New Haven
- Brooklawn - St. Vincent
- 0.22 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Ocean View
- View
US $196/Night
For 7 Nights US $1,371
7.5
Very Good
(4 Reviews)
2002.09 ft²
5 Guests
2 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- View
- Parking
US $145/Night
For 7 Nights US $1,017
New
- New Haven
- Bridgeport
- 0.20 mi to center
2 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $184/Night
For 7 Nights US $1,286
New
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Pet Friendly
- Internet
- Child Friendly
US $173/Night
For 7 Nights US $1,214
New
- New Haven
- Brooklawn - St. Vincent
- 0.76 mi to center
2 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $167/Night
For 7 Nights US $1,167
New
- New Haven
- Bridgeport
- 1.42 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $138/Night
For 7 Nights US $969
Instantly Bookable Vacation Homes in Trumbull
Over 67+ Instantly Bookable Vacation Homes in or Near Trumbull
8.0
Excellent
(1 Review)
- New Haven
- Brooklawn - St. Vincent
- 0.59 mi to center
2000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $280/Night
For 7 Nights US $1,958
New
- New Haven
- Brooklawn - St. Vincent
- 0.42 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $321/Night
For 7 Nights US $2,247
New
- New Haven
- Bridgeport
- 0.13 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $205/Night
For 7 Nights US $1,436
10.0
Exceptional
(2 Reviews)
- New Haven
- Bridgeport
- 1.22 mi to center
1394 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $172/Night
For 7 Nights US $1,206
10.0
Exceptional
(1 Review)
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $289/Night
For 7 Nights US $2,021
9.4
Exceptional
(22 Reviews)
- New Haven
- Brooklawn - St. Vincent
- 0.38 mi to center
1500 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $269/Night
For 7 Nights US $1,883
9.4
Exceptional
(10 Reviews)
- New Haven
- Bridgeport
- 1.87 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $403/Night
For 7 Nights US $2,821
8.0
Excellent
(1 Review)
5 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $271/Night
For 7 Nights US $1,897
6.0
Good
(3 Reviews)
- New Haven
- Bridgeport
- 0.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $256/Night
For 7 Nights US $1,792
Book a Last Minute Place to Stay in Trumbull
About Trumbull Vacation Rentals
Explore over 196 vacation rentals in Trumbull with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Trumbull for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Trumbull. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Trumbull tailored to your preferences. On average, these rentals offer 903.07 ft² of space, and are priced at an average of US $391 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Trumbull at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Trumbull
| Type | Count |
|---|---|
| Vacation Homes | 90 |
| Holiday Apartments | 82 |
| Others | 2 |
| Villas | 2 |
| B&B | 1 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Trumbull
★ Pro Tip: Discover Your Ideal Vacation Rental in Trumbull with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Trumbull, CT
View the weather forecast for Trumbull before booking your Trumbull 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
Top Attractions Around Trumbull, CT
Sunski offers a large selection of top attractions around Trumbull . Research things to do on your vacation before you visit Trumbull.
Other Places to Stay in Trumbull, CT
Frequently Asked Questions About Trumbull?
What are the top vacation rentals in Trumbull?
When organizing your trip to Trumbull, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Trumbull. Peruse our collection of highly-rated properties and secure your reservation today.
- Quiet suburban home close to Fairfield beaches and universities
- Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
- Soothing Carriage House with Hot Tub in charming Stratford
- MidCenturyMod spectacularly Renovated 1 LEVEL living paradise +EV charger
- Huge Executive Home in Charming Rural Town 1hr NYC
- Spacious 5-bedroom house with a fun-filled game room and a fitness room.
- Cozy Studio Suite
- Quintessential Cozy Haven, Brooklawn Beauty
- Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
- Charming 2-bedroom apartment above horse stables on Tuckers Ridge Farm in Easton
How many vacation rentals have private pools in Trumbull?
Uncover 3 vacation rentals boasting private pools near Trumbull. Explore top-rated RBO homes offering access to a swimming pool:
- Farmhouse from 1800 modernized to feel like home!
- Peaceful, cheerful 4 bedroom home with a pool
- Winter Wonderland
Which vacation homes or resorts in Trumbull are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Trumbull. Enjoy great views, locations and save money with SunSki Resorts.™
- Calmwood Unit - Cozy 1 Bedroom Retreat
- Upscale 4BR Retreat at the Reservoir!
- Cozy Bridgeport Apartment: 2 Mi to Downtown!
How many SunSkiResorts vacation rentals or resorts are available in Trumbull?
Discover the ideal vacation rental in Trumbull with SunSki Resorts™. We provide an extensive selection of over 196 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Trumbull.
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