
Vacation rentals in Trumbull
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Trumbull
Guests agree: these stays are highly rated for location, cleanliness, and more.

Feb/Mar longer stays avail! Inquire! New Firepit!
*Feb and Mar available for longer stays!Inquire!* *Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

Winchester: Cozy 2-Bedroom in New Haven, Near Yale
Welcome to Winchester, your home away from home! A beautifully renovated 1920s Queen Anne Victorian with modern amenities (central air, washer and dryer in unit) within walking distance to Yale's campus and downtown New Haven. The open floor plan, full kitchen, vibrant décor, private entrance, and off-street parking offer a great space for spending time with your friends and family. This unit also features super fast Wifi, an EV charger, and an outdoor space. You will feel at home right away!

The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Seaside Studio in Historic Bridgeport Brownstone
Keep it simple at this peaceful and centrally-located historic brownstone built by P.T. Barnum for his staff 140 years ago. Basement unit across the street from Bridgeport University, 1 block to Seaside Park and beaches, 5 min walk to amphitheater, and 10 min walk to Metro North or LI ferry. Includes kitchenette with fridge/freezer, microwave, stove and oven, desk, couch, wifi, tv with Roku , iron, hairdryer, and full bathroom. We are pet friendly up to 2 with additional $25 per pet.

The Cozy Little Cottage
Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed. We have a twin air mattress for use in the living room.

Huckleberry Quarters, the Cozy Redding Retreat.
It’s time to book your Winter holiday at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Square6ix Stylish Guesthouse in Westville
Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Cozy Colonial - Private Hot Tub & Entire House
The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Super cozy 1 BR apt. own entrance, great loc.
Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.
Popular amenities for Trumbull places to stay
Other great vacation rentals in Trumbull

Beautiful, clean and quiet place to relax

Private 1-Bdrm Apt in West Haven

New & Stylish 2 King Bed Apartment w/ Grand Dining

Cozy studio unit

New & Modern Studio Apartment in Fairfield CT

Cozy Studio in Bridgeport

Cozy, updated single family in Fairfield County

Cozy Private Suite Near Train to NYC
When is the best time to visit Trumbull?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,145 GYD | G$23,844 GYD | G$26,354 GYD | G$25,936 GYD | G$30,956 GYD | G$30,747 GYD | G$26,564 GYD | G$36,394 GYD | G$31,583 GYD | G$17,779 GYD | G$26,145 GYD | G$31,374 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
How much does it cost to stay in house rentals in Trumbull?
Experience the best of Trumbull with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Trumbull?
Yes! Work meets play with ease at over 20 house rentals in Trumbull featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Trumbull have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Trumbull. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Trumbull?
Trumbull has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Trumbull?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Trumbull have wifi?
Absolutely! We offer over 30 house rentals with wifi in Trumbull. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Trumbull

Total vacation rentals
Explore 40 vacation rentals in Trumbull

Nightly prices starting at
Trumbull vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Trumbull vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Trumbull rentals

4.7 Average rating
Trumbull stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Columbia University
- Yale University
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- Citi Field
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Bronx Zoo
- USTA Billie Jean King National Tennis Center
- Queens Center
- Thunder Ridge Ski Area
- New York Botanical Garden
- Astoria Park
- Robert Moses State Park Beach
- 168th Street Station
- Sunken Meadow State Park
- Jones Beach State Park
- Kent Falls State Park
- Riverside Park
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Long Island Aquarium




