Vacation rentals in Derby

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Derby

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 265 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

May 19 – 26

$135 per night
Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 505 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Aug 27 – Sep 3

$175 per night
Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 103 reviews

Bright 1 BR Apt Steps From Yale

Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Dec 6 – 13

$112 per night

Popular amenities for Derby vacation rentals

Stay near Derby's top sights

Griffin Hospital9 locals recommend
ShopRite of Derby6 locals recommend
THC The Hops Company7 locals recommend
River Rock Tavern7 locals recommend
Target17 locals recommend
BAD SONS Beer Company9 locals recommend

Other great vacation rentals in Derby

Guest favorite

Apartment in Shelton

4.96 out of 5 average rating, 47 reviews

⭐️Abstract apartment w/high ceilings in Shelton!⭐️

Jul 18 – 25

$248 per night
Guest favorite

Cabin in Milford

5.0 out of 5 average rating, 12 reviews

Avail May! Charming Coast Cabin| Near Beach| Pets

Apr 12 – 19

$80 per night
Superhost

Apartment in West Haven

4.85 out of 5 average rating, 27 reviews

Beautiful New Studio Close to Yale!

Apr 6 – 13

$84 per night
Guest favorite

Home in Southbury

5.0 out of 5 average rating, 53 reviews

The Cottage at Cedar Spring Farm

Aug 29 – Sep 5

$140 per night
Guest favorite

Guesthouse in Milford

5.0 out of 5 average rating, 30 reviews

The studio downtown

Jul 31 – Aug 7

$114 per night
Guest favorite

Loft in Milford

4.93 out of 5 average rating, 92 reviews

Lovely water front lower-level loft, free parking

Sep 16 – 23

$109 per night
Guest favorite

Apartment in Southbury

4.87 out of 5 average rating, 87 reviews

Suite Hill studio

Jun 19 – 26

$99 per night
Guest favorite

Home in Oxford

4.89 out of 5 average rating, 9 reviews

ʘ⁠‿⁠ʘ Lakefront Connecticut Oasis - Updates galore

Feb 4 – 11

$270 per night
Guest favorite

Home in Shelton

4.87 out of 5 average rating, 39 reviews

Mid-Century Modern House - Ciela Haus

Dec 4 – 11

$301 per night
Guest favorite

Cabin in Trumbull

4.98 out of 5 average rating, 42 reviews

Rustic cabin with spectacular lake view

Dec 31 – Jan 7

$141 per night
Guest favorite

Apartment in Middlebury

4.98 out of 5 average rating, 61 reviews

Cozy Apartment with Water View of Brook

Nov 13 – 20

$89 per night
Guest favorite

Guest suite in Wilton

5.0 out of 5 average rating, 24 reviews

Guest suite with private enter

Apr 30 – May 7

$82 per night

Quick stats about vacation rentals in Derby

Total rentals

30 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.4K reviews

Nightly prices starting at

$30 before taxes and fees

Frequently Asked Questions

  • Do house rentals in Derby have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Derby. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Derby?

    Yes! Work meets play with ease at over 20 vacation rentals in Derby featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Derby have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Derby. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Derby?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Derby have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Derby. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Derby?

    Derby has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Derby have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Derby. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Derby?

    Experience the best of Derby with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore

  1. Airbnb
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  3. Connecticut
  4. New Haven County
  5. Derby