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Unplugged Weekend - Vacation Rentals in Trumbull

Charming apaertment near Yale Hosp/Bridgeport From US $124
         

New
Apartment
Charming apaertment near Yale Hosp/Bridgeport
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  • Pet Friendly
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Luxury Places to Stay in Trumbull

Over 175+ Luxury Places to Stay in or Near Trumbull
Exclusive Executive Compound only 1 Hour to NYC From US $3,968
         

New
House
Exclusive Executive Compound only 1 Hour to NYC
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  • Pool

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The Stormhaven Mansion Short or Mid Term Stays From US $2,995
         

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New
House
The Stormhaven Mansion Short or Mid Term Stays
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  • Pool
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🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna From US $2,224
         

10.0 (1 Review)
House
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
  • Air Conditioner
  • Pool
  • TV

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Huge Executive Home in Charming Rural Town 1hr NYC From US $2,139
         

10.0 (6 Reviews)
Villa
Huge Executive Home in Charming Rural Town 1hr NYC
  • Parking
  • TV
  • Balcony/Terrace

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Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways! From US $1,581
         

9.6 (7 Reviews)
House
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beechmont - Perfect for Family Retreat! From US $1,323
         

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New
House
Beechmont - Perfect for Family Retreat!
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Soothing 4-bedroom house with AC in Trumbull From US $1,163
         

New
House
Soothing 4-bedroom house with AC in Trumbull
  • Air Conditioner
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  • Fireplace/Heating

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Lake house cozy to relax with a family. 6 bedroom very spacious house. From US $943
         

9.6 (5 Reviews)
House
Lake house cozy to relax with a family. 6 bedroom very spacious house.
  • Air Conditioner
  • Parking
  • TV

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Top-Rated Vacation Rentals with a Pool in Trumbull

Over 21+ Top-Rated Vacation Rentals with a Pool in or Near Trumbull
Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU! From US $470
         

10.0 (89 Reviews)
House
Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!
  • Air Conditioner
  • Parking
  • Pool

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MidCenturyMod spectacularly Renovated 1 LEVEL living paradise +EV charger From US $651
         

10.0 (7 Reviews)
House
MidCenturyMod spectacularly Renovated 1 LEVEL living paradise +EV charger
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  • Parking
  • Pool

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Cozy Studio Suite From US $161
         

10.0 (3 Reviews)
Apartment
Cozy Studio Suite
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1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids From US $161
         

9.4 (62 Reviews)
Apartment
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
  • Air Conditioner
  • Parking
  • Pet Friendly

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Homewood Suites by Hilton Stratford From US $124
         

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8.8 (1001 Reviews)
Hotel
Homewood Suites by Hilton Stratford
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Hampton Inn by Hilton Shelton From US $119
         

8.6 (1009 Reviews)
Hotel
Hampton Inn by Hilton Shelton
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Courtyard By Marriott Shelton From US $126
         

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8.6 (1004 Reviews)
Hotel
Courtyard By Marriott Shelton
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Hampton by Hilton Shelton From US $152
         

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8.6 (739 Reviews)
Hotel
Hampton by Hilton Shelton
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Pet-Friendly Vacation Rentals in Trumbull

Over 46+ Pet-Friendly Vacation Rentals in or Near Trumbull
Quiet suburban home close to Fairfield beaches and universities From US $287
         

10.0 (12 Reviews)
House
Quiet suburban home close to Fairfield beaches and universities
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  • Pet Friendly

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Beechmont-Charming Colonial for Events and Getaways! From US $605
         

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8.0 (1 Review)
House
Beechmont-Charming Colonial for Events and Getaways!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min From US $195
         

New
Apartment
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
  • Air Conditioner
  • Parking
  • Pet Friendly

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Bright Escape, Top-Rated Design, Fire pit, Near Beach From US $478
         

10.0 (11 Reviews)
House
Bright Escape, Top-Rated Design, Fire pit, Near Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Soothing Carriage House with Hot Tub in charming Stratford From US $271
         

10.0 (6 Reviews)
House
Soothing Carriage House with Hot Tub in charming Stratford
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min From US $164
         

10.0 (2 Reviews)
Apartment
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk From US $232
         

9.6 (7 Reviews)
Apartment
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
  • Air Conditioner
  • Parking
  • Pet Friendly

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Serenity Haven: A Modern Retreat From US $172
         

9.6 (5 Reviews)
House
Serenity Haven: A Modern Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Trumbull

Over 17+ Large Vacation Homes & Villas in or Near Trumbull
3 bedroom villa in bridgeport From US $558
         

9.8 (8 Reviews)
Villa
3 bedroom villa in bridgeport
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The B&W Haven 5BR Home with yard theater From US $524
         

10.0 (1 Review)
Apartment
The B&W Haven 5BR Home with yard theater
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Modern + Spacious 5BR/2BA Home, Renovated Backyard From US $522
         

9.6 (4 Reviews)
House
Modern + Spacious 5BR/2BA Home, Renovated Backyard
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The B&W Haven 5BR Home with yard theater + Office From US $387
         

9.4 (8 Reviews)
House
The B&W Haven 5BR Home with yard theater + Office
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Spacious waterfront lake house w great views,nIdeal for a large family getaway.n From US $691
         

New
House
Spacious waterfront lake house w great views,nIdeal for a large family getaway.n
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  • View
  • Ocean View

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Spacious 5-bedroom house with a fun-filled game room and a fitness room. From US $620
         

10.0 (5 Reviews)
House
Spacious 5-bedroom house with a fun-filled game room and a fitness room.
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Quintessential Cozy Haven, Brooklawn Beauty From US $331
         

10.0 (4 Reviews)
House
Quintessential Cozy Haven, Brooklawn Beauty
  • Air Conditioner
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  • Pet Friendly

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The Charles Home 4 King Beds 2bath 2kitchn 2Living From US $614
         

9.4 (3 Reviews)
Apartment
The Charles Home 4 King Beds 2bath 2kitchn 2Living
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Wheelchair Accessible Vacation Homes in Trumbull

Over 10+ Wheelchair Accessible Vacation Homes in or Near Trumbull
Designer Treehouse with Spa Bath From US $488
         

10.0 (1 Review)
Apartment
Designer Treehouse with Spa Bath
  • Air Conditioner
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Courtyard Shelton From US $131
         

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7.9 (103 Reviews)
Hotel
Courtyard Shelton
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Trumbull Marriott Shelton From US $140
         

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8.0 (1002 Reviews)
Hotel
Trumbull Marriott Shelton
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HYATT House Shelton From US $150
         

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7.8 (439 Reviews)
Hotel
HYATT House Shelton
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Hilton Garden Inn Shelton From US $114
         

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7.8 (1064 Reviews)
Hotel
Hilton Garden Inn Shelton
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Hilton Garden Inn Shelton From US $128
         

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7.7 (302 Reviews)
Hotel
Hilton Garden Inn Shelton
  • Air Conditioner
  • Pet Friendly
  • Pool

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Extended Stay America Suites Shelton Fairfield County From US $122
         

7.4 (1014 Reviews)
Hotel
Extended Stay America Suites Shelton Fairfield County
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  • TV

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Homewood Suites by Hilton Stratford From US $154
         

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7.4 (234 Reviews)
Hotel
Homewood Suites by Hilton Stratford
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  • Parking
  • Pet Friendly

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Trumbull Varoom and Airbnb Places to Stay Under $200

Over 56+ Trumbull Varoom and Airbnb Places to Stay Under $200
2 Mi to Dtwn: Well-Appointed Bridgeport Duplex! From US $169
         

10.0 (2 Reviews)
House
2 Mi to Dtwn: Well-Appointed Bridgeport Duplex!
  • Air Conditioner
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Cozy studio quiet From US $155
         

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10.0 (2 Reviews)
Apartment
Cozy studio quiet
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Hotel Hi-Ho - Contactless Check-In From US $136
         

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8.0 (1003 Reviews)
Hotel
Hotel Hi-Ho - Contactless Check-In
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Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House, From US $185
         

9.0 (2 Reviews)
House
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
  • Air Conditioner
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  • Balcony/Terrace

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Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station From US $173
         

6.0 (3 Reviews)
Apartment
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
  • Air Conditioner
  • Parking
  • Pet Friendly

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4-bedroom apartment in delightful Bridgeport with AC From US $189
         

2.0 (1 Review)
Apartment
4-bedroom apartment in delightful Bridgeport with AC
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Cozy 2-bedroom apartment in Bridgeport with WiFi, AC Heat, washer dryer, Parking From US $184
         

New
Apartment
Cozy 2-bedroom apartment in Bridgeport with WiFi, AC Heat, washer dryer, Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Studio apartment From US $173
         

New
Apartment
Studio apartment
  • Pet Friendly
  • Security/Safety
  • Child Friendly

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Instantly Bookable Vacation Homes in Trumbull

Over 58+ Instantly Bookable Vacation Homes in or Near Trumbull
Lakeside luxury: beautiful, relaxing 4 bedroom home From US $633
         

10.0 (33 Reviews)
House
Lakeside luxury: beautiful, relaxing 4 bedroom home
  • Air Conditioner
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Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch From US $369
         

10.0 (2 Reviews)
Apartment
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
  • Air Conditioner
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Renovated 2BR Retreat/Modern Comforts Included From US $289
         

10.0 (2 Reviews)
Apartment
Renovated 2BR Retreat/Modern Comforts Included
  • Air Conditioner
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Home in Stratford From US $254
         

10.0 (1 Review)
House
Home in Stratford
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  • Parking
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Marine Theme - 4 BR - Backyard - Fire pit From US $396
         

9.8 (8 Reviews)
House
Marine Theme - 4 BR - Backyard - Fire pit
  • Air Conditioner
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  • Balcony/Terrace

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Luxury Designer 2 bedroom+office/3bed vacation home. From US $487
         

9.4 (22 Reviews)
Apartment
Luxury Designer 2 bedroom+office/3bed vacation home.
  • Air Conditioner
  • Parking
  • TV

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A country guest house just 21-32 minutes Bridgeport or New Haven Universities. From US $203
         

9.4 (22 Reviews)
House
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Updated, cozy single family in Fairfield County From US $477
         

9.4 (12 Reviews)
House
Updated, cozy single family in Fairfield County
  • Parking
  • TV
  • Balcony/Terrace

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About Trumbull Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Trumbull, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Trumbull. Places to stay near Trumbull are 107 ft² on average, with prices averaging $124 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Trumbull with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Trumbull

Type Count
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Trumbull

★ Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Trumbull.

Weather in Trumbull

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

Unpluggedweekend offers a large selection of top attractions around Trumbull. Research things to do on your vacation before you visit Trumbull.


Yale New Haven Health Park Avenue Medical Center Northeast Medical Group Yale University Yale-New Haven Hospital Quinnipiac University Fairfield University Shubert Theater Norwalk Maritime Aquarium Ridgefield Playhouse Danbury Fair Mall Sacred Heart University Webster Bank Arena New Haven Green University of New Haven Historic South Norwalk Chelsea Piers Compo Beach The Glass House New Haven City Hall Southern Connecticut State University

Other Places to Stay Near Trumbull, CT


Northeast Medical Group 63 Properties Yale New Haven Health Park Avenue Medical Center 57 Properties