House holiday rentals in Trumbull

Find and book unique houses on Airbnb

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Popular amenities for Trumbull house rentals

House rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!
Guest favourite
Home in Holmes
4.91 out of 5 average rating, 11 reviews

Enchanted Escape | POOL, LAKE, Concierge Services

AnxhelaRating, 5 stars2 weeks ago
We had such a great experience staying at this Airbnb. The house was beautiful, super clean, and the view was just perfect honestly even better than the photos. What really made our stay stand out though was the host, Sunny. He was amazing so helpful, kind, and incredibly thoughtful. As a Muslim family, we really appreciated how respectful and considerate he was. He made sure we had our privacy and went out of his way to make everything as easy and comfortable as possible for us. It honestly felt like staying at a friend’s place. We’d definitely come back and highly recommend this spot to anyone looking for a peaceful, welcoming place to stay.
Top Guest favourite
Home in Lordship
5 out of 5 average rating, 8 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

JcRating, 5 stars3 weeks ago
Amazing time front of the ocean, enjoying time with kids and familly. The pool seems great but was too cold for us in this early time of the year.
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars4 weeks ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Superhost
Home in Milford
4.83 out of 5 average rating, 90 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars3 days ago
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Guest favourite
Home in Greenwich
4.96 out of 5 average rating, 45 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Rich Rating, 5 stars4 days ago
A truly Great stay in Greenwich with David, we really enjoyed our stay in the house, such an awesome place and quiet location (next to a beautiful river!) too, which we loved. The pool was a massive bonus for sure! Comms with David were great, he was very quick to respond at all times on any queries we had, much appreciated indeed. Many thanks again, Rich
Guest favourite
Home in Redding
4.88 out of 5 average rating, 16 reviews

Meeker Hill House - Country Escape w/ Heated Pool

RoryRating, 5 stars8 months ago
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend

Weekly house rentals

Guest favourite
Home in Branford
4.97 out of 5 average rating, 35 reviews

Adorable Beach House on LI Sound

JudyRating, 5 stars4 days ago
We had a wonderful stay at Eileen’s place. Many great restaurants close by…Lenny’s, Dockside and Rosso Vino we enjoyed. Delicious ice cream spots..Bishop’s Orchard Creamery and Ashley’s.
Superhost
Home in Bridgeport
4.77 out of 5 average rating, 135 reviews

Golden Colonial Home

WilliamRating, 5 stars4 days ago
Very accommodating and extremely responsive. Enjoyed the stay.
Top Guest favourite
Home in Milford
5 out of 5 average rating, 30 reviews

Bull Shark Bungalow-Walk to Beach, Pet Friendly

LilaRating, 5 stars2 days ago
It was a great place to relax and enjoy the peace. Lots to do and the beach was so close. Nice town and friendly people🤗👍.
Guest favourite
Home in Easton
5 out of 5 average rating, 29 reviews

Historic Designer City Getaway

FayRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.
Top Guest favourite
Home in Danbury
4.98 out of 5 average rating, 96 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

AizelRating, 5 stars1 month ago
This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!
Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 24 reviews

Remodeled Cozy Country Cape

EllieRating, 5 stars1 week ago
Karen's home was a great place to stay for our 10 year college reunion. Plenty of space for 2 couples and great location.
Top Guest favourite
Home in Westville
5 out of 5 average rating, 71 reviews

Westville Schoolhouse by Stephanie and Damian

TashicaRating, 5 stars2 weeks ago
Where to start! I could write an epistle about my stay but I'll keep it short and sweet. What an absolutely beautiful and stunning home! from the moment I arrived I felt right at home. Stephanie and her husband put a lot of thought into every detail of their home and they went above and beyond to ensure our stay was perfect. I wish I had an extra week! I appreciated how central the location is but still allows you to feel as though you are in a private oasis. I can't wait to be back in New Haven to rent from Stephanie again! you are a super host for a reason :) Thanks for making your home my home. My family and I truly enjoyed our stay. Already planning my next trip!
Top Guest favourite
Home in Milford
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

Private house rentals

Superhost
Home in Fairfield
4.85 out of 5 average rating, 87 reviews

Bright 3-bedroom house with ample parking & patio!

AlexaRating, 5 stars3 weeks ago
We have stayed at a number of Airbnbs and this is one we would definitely consider returning to in the future. The price was right and Alyson was super responsive to the couple of questions we had. Everything was really clean, the space was very comfortable, and we really liked the kitchen and the back family room area. There wasn't anything lacking in the kitchen and the fact that there was a washer and dryer really put it at the top of our list for return visits.
Guest favourite
Home in Milford
4.91 out of 5 average rating, 35 reviews

3br/2ba: Quiet & Cozy Getaway in Milford

LindaRating, 5 stars1 month ago
Perfect location for a weekend of graduation festivities!! House was clean and had everything we needed. Easy check in! Miguel was a great host!
Guest favourite
Home in Milford
5 out of 5 average rating, 8 reviews

New build! 1 house from beach

MartinRating, 5 stars4 weeks ago
Immaculate, beautiful comfortable home on beach block with beautiful water views. Adriana and Robert were amazing, gracious hosts and couldn’t have been more responsive. Among our best Airbnb rentals ever!
Guest favourite
Home in Black Rock
4.97 out of 5 average rating, 92 reviews

Cape on the Water

AlexRating, 5 stars2 weeks ago
Jim’s place was perfect for our stay. The house was exactly as advertised. Our favorite part was the beautiful view of the salt marsh in back with lots of birds to watch.
Guest favourite
Home in Newtown
4.84 out of 5 average rating, 58 reviews

Cheerful 4 bedroom home with all the updates

SarahRating, 5 stars1 week ago
Stayed here for our sins wedding. Location was perfect. Very cozy, comfortable beds and quiet neighborhood. We felt right at home.
Guest favourite
Home in Milford
4.97 out of 5 average rating, 37 reviews

Coast to Coast Beach Home, Steps to the Beach

AliciaRating, 5 stars3 weeks ago
The home is even more beautiful than the pictures. The decor is beautiful and it was extremely clean. We booked our trip for - family of 6 very last minute MDW and Mary was so accommodating and extremely responsive. As other reviews mention the beach entrance on the street is for private beach access, so you just have to walk about 5 mins to the public beach. Overall, the house is so beautiful and easily accessible to anything you may need.
Guest favourite
Home in Redding
5 out of 5 average rating, 36 reviews

Quiet and Cozy Cottage near NYC with a Pond

LouiseRating, 5 stars3 weeks ago
We loved Erin’s style, her beautiful cottage was comfortable and welcoming from the first. We found all we needed in the kitchen and everything worked well. The home was light and bright and well thought out. The grounds around the house were heavenly, with grassy dappled pathways through the woods and a gorgeous pond beyond the garden, with a river running through. Endless bird song and deer passing by, it was charming and peaceful. I highly recommend it.
Top Guest favourite
Home in Newtown
4.99 out of 5 average rating, 96 reviews

Comfortable home away from home

AaronRating, 5 stars1 week ago
Terry and Jack’s place was perfect for us staying in Newtown visiting friends but we could also drive to Manhattan for day trips. House had everything you’d need and they even helped us get a crib delivered early/picked up later after we left. Super nice and responsive hosts! Will definitely stay again!

Quick stats about house rentals in Trumbull

  • Total rentals

    30 properties

  • Nightly prices starting at

    $61 AUD before taxes and fees

  • Total number of reviews

    370 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore