141+ Private Villas and Holiday Rentals in Upper Montclair |
Upper Montclair Holiday Rentals
House
- Newark
- ·
- Glen Ridge
- 0.19 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
Fireplace/Heating
Kitchen
Parking
Air Conditioner
R2,247/Night
7 Nights - R15,730
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
9 Guests
742.71 ft²
- Fireplace/Heating
View- Parking
- Air Conditioner
R5,789/Night
7 Nights - R40,525
Hotel
9.6Exceptional
(514 Reviews)
1 Bath
- Fireplace/Heating
Breakfast- Parking
- Air Conditioner
R8,736/Night
7 Nights - R61,152
Apartment
- New Jersey
- ·
- Nutley
- 0.88 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
R3,584/Night
7 Nights - R25,087
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
990.28 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
R5,341/Night
7 Nights - R37,379
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
538 ft²
- Fireplace/Heating
Balcony/Terrace- Kitchen
- Parking
R4,574/Night
7 Nights - R32,011
House
- New Jersey
- ·
- Nutley
- 1.01 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R3,621/Night
7 Nights - R25,346
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
740 ft²
- Fireplace/Heating
Ocean View- View
- Kitchen
R3,104/Night
7 Nights - R21,730
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R5,808/Night
7 Nights - R40,655
Luxury Holiday Rentals in Upper Montclair
Over 132+ Luxury Holiday Rentals in or Near Upper Montclair
House
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
R91,776/Night
7 Nights - R642,433
House
- Newark
- ·
- Upper Montclair
- 0.54 mi to center
3 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R77,449/Night
7 Nights - R542,150
Condo
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R73,829/Night
7 Nights - R516,804
Apartment
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R61,696/Night
7 Nights - R431,878
New
House
- New Jersey
- ·
- Nutley
- 0.63 mi to center
3 Bedrooms
2 Baths
20 Guests
1700 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R52,832/Night
7 Nights - R369,833
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R51,816/Night
7 Nights - R362,714
House
- Newark
- ·
- Upper Montclair
- 0.44 mi to center
5 Bedrooms
3 Baths
10 Guests
3000 ft²
Private Pool- Fireplace/Heating
Pool- Ocean View
R39,210/Night
7 Nights - R274,464
House
- Jersey City
- ·
- Clifton
- 1.21 mi to center
4 Bedrooms
1 Bath
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R38,481/Night
7 Nights - R269,372
Apartment
10.0Exceptional
(16 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R35,199/Night
7 Nights - R246,394
Top-Rated Holiday Rentals with a Pool in Upper Montclair
Over 7+ The Best Private Villas and Holiday Rentals in Upper Montclair with a Pool
House
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
R23,805/Night
7 Nights - R166,641
Hotel
- Newark
- ·
- West Orange
- 2.53 mi to center
8.8Fabulous
(729 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,257/Night
7 Nights - R29,790
Hotel
- Newark
- ·
- West Orange
- 2.52 mi to center
8.4Excellent
(196 Reviews)
4 Baths
519.36 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R3,762/Night
7 Nights - R26,336
House
- Jersey City
- ·
- Clifton
- 1.43 mi to center
5.0Average
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Private Pool
- Pool
- Child Friendly
Bedding/Linens
R4,460/Night
7 Nights - R31,217
House
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R11,417/Night
7 Nights - R79,915
House
- Newark
- ·
- Upper Montclair
- 0.55 mi to center
4 Bedrooms
4 Baths
10 Guests
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
R9,324/Night
7 Nights - R65,271
Apartment
- New Jersey
- ·
- Cedar Grove
- 0.94 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R1,622/Night
7 Nights - R11,352
Pet-Friendly Holiday Rentals in Upper Montclair
Over 40+ Pet-Friendly Holiday Rentals in or Near Upper Montclair
Apartment
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R10,197/Night
7 Nights - R71,385
Apartment
- Newark
- ·
- Glen Ridge
- 0.47 mi to center
9.8Exceptional
(6 Reviews)
5 Bedrooms
4 Baths
13 Guests
13993.08 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
R3,649/Night
7 Nights - R25,541
Hotel
8.8Fabulous
(599 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Pet Friendly
- Kitchen
R5,558/Night
7 Nights - R38,903
Apartment
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,876/Night
7 Nights - R34,136
New
Apartment
- Newark
- ·
- Bloomfield
- 1.24 mi to center
9.7Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
8 Guests
979.52 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
R3,649/Night
7 Nights - R25,541
Apartment
- Jersey City
- ·
- Clifton
- 0.63 mi to center
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R2,712/Night
7 Nights - R18,973
Apartment
- Jersey City
- ·
- Clifton
- 0.57 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R2,095/Night
7 Nights - R14,660
Apartment
- Jersey City
- ·
- Clifton
- 0.61 mi to center
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
R1,950/Night
7 Nights - R13,654
Apartment
- Newark
- ·
- Bloomfield
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R1,919/Night
7 Nights - R13,427
Large Holiday Rentals and Private Villas in Upper Montclair
Over 22+ Large Holiday Rentals and Private Villas in or Near Upper Montclair
House
- Newark
- ·
- Upper Montclair
- 0.76 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
1650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R17,921/Night
7 Nights - R125,451
Apartment
9.8Exceptional
(5 Reviews)
6 Bedrooms
4 Baths
13 Guests
1194.79 ft²
- Fireplace/Heating
- View
- Breakfast
- Parking
R5,516/Night
7 Nights - R38,611
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
11 Guests
2200 ft²
- Fireplace/Heating
- Ocean View
- View
- Kitchen
R12,309/Night
7 Nights - R86,158
Apartment
9.7Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
R5,490/Night
7 Nights - R38,433
House
9.6Exceptional
(13 Reviews)
6 Bedrooms
3 Baths
12 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R9,356/Night
7 Nights - R65,498
House
- Newark
- ·
- Upper Montclair
- 0.82 mi to center
9.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R22,604/Night
7 Nights - R158,224
New
House
- Newark
- ·
- Upper Montclair
- 0.55 mi to center
3 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
R29,512/Night
7 Nights - R206,582
House
5 Bedrooms
3 Baths
9 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R26,368/Night
7 Nights - R184,576
House
- Newark
- ·
- Upper Montclair
- 0.88 mi to center
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R11,685/Night
7 Nights - R81,796
Upper Montclair Private Villas and Holiday Homes Under $200
Over 37+ Upper Montclair Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R2,437/Night
7 Nights - R17,060
House
- Newark
- ·
- Glen Ridge
- 0.19 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
699.65 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
R2,108/Night
7 Nights - R14,757
Condo
9.6Exceptional
(68 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,707/Night
7 Nights - R18,941
Apartment
9.8Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R2,546/Night
7 Nights - R17,822
Apartment
8.6Fabulous
(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,223/Night
7 Nights - R22,557
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R2,620/Night
7 Nights - R18,341
Apartment
- Newark
- ·
- Bloomfield
- 0.06 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R2,760/Night
7 Nights - R19,330
Apartment
- New Jersey
- ·
- Verona
- 0.38 mi to center
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R2,070/Night
7 Nights - R14,498
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
R2,497/Night
7 Nights - R17,481
Instantly Bookable Holiday Homes in Upper Montclair
Over 52+ Instantly Bookable Holiday Homes in or Near Upper Montclair
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
1300 ft²
- Fireplace/Heating
- Ocean View
- View
- Kitchen
R3,379/Night
7 Nights - R23,660
Apartment
9.8Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
990 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R5,956/Night
7 Nights - R41,693
House
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,492/Night
7 Nights - R31,444
House
9.6Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R4,818/Night
7 Nights - R33,730
House
- Parsippany
- ·
- Little Falls
- 0.27 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R6,802/Night
7 Nights - R47,612
House
- Jersey City
- ·
- Clifton
- 2.15 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R16,447/Night
7 Nights - R115,121
House
- Newark
- ·
- Upper Montclair
- 0.25 mi to center
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R14,099/Night
7 Nights - R98,694
New
House
- Jersey City
- ·
- Clifton
- 0.83 mi to center
2 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R4,308/Night
7 Nights - R30,163
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Laundry
R4,037/Night
7 Nights - R28,265
Book a Last Minute Place to Stay in Upper Montclair
About Casai's Private Villas and Holiday Rentals in Upper Montclair
Discover more than 141 vacation rentals available in Upper Montclair. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Upper Montclair.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Upper Montclair, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Upper Montclair. On average, places to stay near Upper Montclair offer 564.65 ft², with nightly prices averaging R11,768.
With Casai, finding and comparing holiday rentals in Upper Montclair is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Upper Montclair
| Type | Count |
|---|---|
| Holiday Apartments | 67 |
| Vacation Homes | 61 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in Upper Montclair
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Upper Montclair.
Weather in Upper Montclair, NJ
View the weather forecast for Upper Montclair before booking your Upper Montclair 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
Other Places to Stay in Upper Montclair, NJ
Frequently Asked Questions About Upper Montclair?
What are the top holiday rentals in Upper Montclair?
With numerous options available in Upper Montclair, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Upper Montclair:
- Charming 3-bedroom 1.5 bth apartment steps from train to NYC in lovely Montclair
- Steps to NYC Train! Charming Carriage House Loft
- Luxury living
- Lovely 1 BD downtown 2F apt in quite neighborhood
- Luxury cozy apartment
- Charming & stylish Victorian Farmhouse with lots of amenities!
- Clean, Classy, Convenient. Montclair's Best Stay! Walk to town and train
- Charming Apt Walkable to Shop, Eat & NYC Transport
- Beautiful combined 5-bedrooms in Montclair with a 4 min walk to NYC train
- Spacious 5-bedroom house with pool and two office rooms in charming Montclair
Which holiday homes in Upper Montclair are best for families?
If you're searching for a family-friendly holiday home in Upper Montclair, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Upper Montclair:
- Urban Suite
- 7 Mi to Newark: Montclair Vacation Rental
- 2+ BR Clean, Classy, Convenient Montclair apartment. Walk to restaurants, train
How many Casai.co.za holiday rentals are available in Upper Montclair?
As of 2026, Casai boasts over 141 properties listed in the Upper Montclair area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Upper Montclair.
People Also Ask
Finding the best prices in Upper Montclair
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