Vacation rentals in Monroe

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Monroe

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 109 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Feb 24 – Mar 3

R2,245 ZAR per night

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 266 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).

Oct 3 – 10

R2,968 ZAR per night

Guest favorite

Home in Danbury

4.99 out of 5 average rating, 336 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

Sep 4 – 11

R2,950 ZAR per night

Guest favorite

Guesthouse in Newtown

4.79 out of 5 average rating, 19 reviews

Cozy Stay in Newtown - discounts for long term

1 Bed Room 1 Bath Apartment (shared wall) close to the quaint Sandy Hook Village, filled with restaurants, a wine bar, brewery, vineyard, boutiques, cafés, and beautiful scenery with walking trails. Easy access to exit 10 84. Plenty of natural light. Peaceful and quiet neighborhood perfect for a get away or work trip. This is a residential apartment - no shared entrances or access to space from main house, but it is a shared property. Stays longer than 31 days, inquire for discounted rate.

Dec 5 – 12

R2,181 ZAR per night

Guest favorite

Cottage in Newtown

4.95 out of 5 average rating, 58 reviews

Private Country Cottage

The little red cottage is simply charming, with privacy, gardens and a large deck, just the perfect get away. This cottage has been completely renovated over two floors. All new appliances, lovely dining and living space. Lots of light, skylights and pine floors throughout. We have styled the house with an eclectic assortment of furniture along with fast WI-FI and a Smart TV! We are located in Newtown CT just an hour and a half from NYC. Close to hiking trails and wonderful restaurants.

Apr 26 – May 3

R2,632 ZAR per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 6 – 13

R2,401 ZAR per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) 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 Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Nov 13 – 20

R2,740 ZAR per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

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.

Jan 23 – 30

R2,281 ZAR per night

Guest favorite

Guest suite in Shelton

4.81 out of 5 average rating, 264 reviews

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.

Jan 24 – 31

R1,190 ZAR per night

Guest favorite

Barn in Bethel

4.98 out of 5 average rating, 202 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

May 31 – Jun 7

R2,686 ZAR per night

Guest favorite

Cottage in Danbury

4.97 out of 5 average rating, 111 reviews

Fern Grove Cottage

If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!

Jun 7 – 14

R3,711 ZAR per night

Guest favorite

Home in Newtown

4.98 out of 5 average rating, 131 reviews

Charming Cabin

Charming 2.5 bedroom cabin on quiet lane makes for a peaceful getaway, minutes from great restaurants and cafes in Sandy Hook center and an abundance of nearby hiking trails, lakes, wineries. Nicely situated 1.5 hours from NYC and 2.5 hours from Boston.

May 28 – Jun 4

R4,214 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monroe vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Monroe's top sights

Red Rooster Pub10 locals recommend

Osteria Romana - Main St.3 locals recommend

Jones Family Farms - Pumpkinseed Hill Farm3 locals recommend

Other great vacation rentals in Monroe

Guest favorite

Apartment in Trumbull

5.0 out of 5 average rating, 24 reviews

Light Filled 1 Bedroom Apt

May 19 – 26

R3,847 ZAR per night

Superhost

Home in Monroe

4.85 out of 5 average rating, 27 reviews

CT Farmhouse

May 27 – Jun 3

R6,453 ZAR per night

Guest favorite

Guest suite in Newtown

4.92 out of 5 average rating, 50 reviews

Light and airy, pet friendly rental in Newtown

Sep 11 – 18

R3,066 ZAR per night

Guest favorite

Guesthouse in Newtown

5.0 out of 5 average rating, 43 reviews

Farm Cottage

Oct 23 – 30

R4,052 ZAR per night

Guest favorite

Home in Shelton

4.88 out of 5 average rating, 40 reviews

Mid-Century Modern House - Ciela Haus

Nov 14 – 21

R7,237 ZAR per night

Superhost

Guest suite in Newtown

5.0 out of 5 average rating, 3 reviews

The treehouse studio

Sep 10 – 17

R2,457 ZAR per night

Guest favorite

Home in Southbury

5.0 out of 5 average rating, 55 reviews

The Cottage at Cedar Spring Farm

Sep 3 – 10

R3,082 ZAR per night

Guest favorite

Tiny home in Ansonia

5.0 out of 5 average rating, 13 reviews

Cozy Tiny Home for Solo Travelers Near Everything

Jun 12 – 19

R1,859 ZAR per night

Show all

Quick stats about vacation rentals in Monroe

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 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
1.3K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Monroe?
Yes! Work meets play with ease at over 10 vacation rentals in Monroe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Monroe have free parking?
Absolutely! We offer over 20 house rentals with free parking in Monroe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Monroe?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Monroe?
Monroe has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Monroe have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Monroe. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Monroe?
Four-legged friends are welcome in Monroe. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Monroe have wifi?
Absolutely! We offer over 20 house rentals with wifi in Monroe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monroe have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Monroe. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Monroe

Top-rated vacation rentals in Monroe

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Monroe vacation rentals

Stay near Monroe's top sights

Other great vacation rentals in Monroe

Apartment in Trumbull

Home in Monroe

Guest suite in Newtown

Guesthouse in Newtown

Home in Shelton

Guest suite in Newtown

Home in Southbury

Tiny home in Ansonia

Quick stats about vacation rentals in Monroe

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Monroe?

Do house rentals in Monroe have free parking?

What are the most popular amenities for House Rentals in Monroe?

Are there family-friendly vacation rentals in Monroe?

Do house rentals in Monroe have air conditioning?

Are there pet-friendly vacation rentals in Monroe?

Do house rentals in Monroe have wifi?

Do house rentals in Monroe have a kitchen?

Destinations to explore