134+ Private Villas and Holiday Rentals in Upper Montclair |
Upper Montclair Holiday Rentals
New
House
- Newark
- ·
- Upper Montclair
- 0.44 mi to center
5 Bedrooms
3 Baths
10 Guests
3000 ft²
Private Pool
Fireplace/Heating
Pool
Ocean View
US $2,581/Night
7 Nights - US $18,066
House
- Newark
- ·
- Glen Ridge
- 0.19 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
699.65 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $130/Night
7 Nights - US $910
Hotel
9.6Exceptional
(492 Reviews)
1 Bath
- Fireplace/Heating
Breakfast- Parking
Air Conditioner
US $401/Night
7 Nights - US $2,808
New
Apartment
- New Jersey
- ·
- Verona
- 0.38 mi to center
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
US $128/Night
7 Nights - US $894
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
9 Guests
742.71 ft²
- Fireplace/Heating
View- Parking
- Air Conditioner
US $357/Night
7 Nights - US $2,499
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
US $143/Night
7 Nights - US $1,001
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
- Kitchen
US $312/Night
7 Nights - US $2,187
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
538 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $223/Night
7 Nights - US $1,560
Apartment
- New Jersey
- ·
- Nutley
- 0.88 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $167/Night
7 Nights - US $1,167
Luxury Holiday Rentals in Upper Montclair
Over 125+ Luxury Holiday Rentals in or Near Upper Montclair
House
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $7,391/Night
7 Nights - US $51,735
Condo
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $5,098/Night
7 Nights - US $35,683
House
- Newark
- ·
- Upper Montclair
- 0.54 mi to center
3 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $4,776/Night
7 Nights - US $33,432
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
US $2,976/Night
7 Nights - US $20,834
Apartment
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $2,902/Night
7 Nights - US $20,313
New
House
- Newark
- ·
- Upper Montclair
- 0.23 mi to center
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $2,512/Night
7 Nights - US $17,581
House
- Jersey City
- ·
- Clifton
- 1.71 mi to center
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
US $2,045/Night
7 Nights - US $14,316
House
- New Jersey
- ·
- Verona
- 0.53 mi to center
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $1,886/Night
7 Nights - US $13,205
New
House
- Newark
- ·
- Upper Montclair
- 0.55 mi to center
3 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $1,831/Night
7 Nights - US $12,814
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
US $1,378/Night
7 Nights - US $9,648
Hotel
- Newark
- ·
- West Orange
- 2.53 mi to center
8.8Fabulous
(701 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $212/Night
7 Nights - US $1,484
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
US $232/Night
7 Nights - US $1,624
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
US $275/Night
7 Nights - US $1,925
House
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $704/Night
7 Nights - US $4,928
House
- Newark
- ·
- Upper Montclair
- 0.55 mi to center
4 Bedrooms
4 Baths
10 Guests
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $575/Night
7 Nights - US $4,025
Apartment
- New Jersey
- ·
- Cedar Grove
- 0.94 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $100/Night
7 Nights - US $700
Pet-Friendly Holiday Rentals in Upper Montclair
Over 34+ Pet-Friendly Holiday Rentals in or Near Upper Montclair
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
US $174/Night
7 Nights - US $1,216
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
US $225/Night
7 Nights - US $1,575
Hotel
8.8Fabulous
(563 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Pet Friendly
- Kitchen
US $194/Night
7 Nights - US $1,356
Apartment
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $315/Night
7 Nights - US $2,205
Hotel
8.9Fabulous
(135 Reviews)
8 Baths
318.88 ft²
- Breakfast
- Pet Friendly
- Parking
- Air Conditioner
US $626/Night
7 Nights - US $4,380
Apartment
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $294/Night
7 Nights - US $2,057
Apartment
- Jersey City
- ·
- Clifton
- 0.61 mi to center
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $187/Night
7 Nights - US $1,311
Apartment
- Newark
- ·
- Bloomfield
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $175/Night
7 Nights - US $1,225
Apartment
- Jersey City
- ·
- Clifton
- 0.63 mi to center
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $165/Night
7 Nights - US $1,155
Large Holiday Rentals and Private Villas in Upper Montclair
Over 20+ Large Holiday Rentals and Private Villas in or Near Upper Montclair
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
11 Guests
2200 ft²
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $1,202/Night
7 Nights - US $8,414
Apartment
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $339/Night
7 Nights - US $2,370
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
US $1,197/Night
7 Nights - US $8,380
Apartment
9.8Exceptional
(5 Reviews)
6 Bedrooms
4 Baths
13 Guests
1194.79 ft²
- Fireplace/Heating
- View
- Breakfast
- Parking
US $340/Night
7 Nights - US $2,381
House
- Newark
- ·
- Upper Montclair
- 1.08 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,032/Night
7 Nights - US $7,227
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $761/Night
7 Nights - US $5,330
House
9.4Exceptional
(10 Reviews)
6 Bedrooms
3 Baths
12 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $689/Night
7 Nights - US $4,821
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
US $1,737/Night
7 Nights - US $12,158
House
5 Bedrooms
3 Baths
9 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,603/Night
7 Nights - US $11,221
Wheelchair Accessible Holiday Homes in Upper Montclair
Over 1+ Wheelchair Accessible Holiday Homes in or Near Upper Montclair
Hotel
- Jersey City
- ·
- Clifton
- 2.00 mi to center
7.2Very Good
(1024 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $125/Night
7 Nights - US $875
Upper Montclair Private Villas and Holiday Homes Under $200
Over 33+ 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
US $149/Night
7 Nights - US $1,046
Apartment
9.8Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $157/Night
7 Nights - US $1,099
Condo
9.6Exceptional
(64 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $145/Night
7 Nights - US $1,016
Apartment
9.5Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1097.92 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $177/Night
7 Nights - US $1,239
Apartment
5.2Average
(5 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $99/Night
7 Nights - US $690
Apartment
- Jersey City
- ·
- Clifton
- 0.57 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $149/Night
7 Nights - US $1,045
Apartment
- Newark
- ·
- Bloomfield
- 0.48 mi to center
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $134/Night
7 Nights - US $940
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $162/Night
7 Nights - US $1,131
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $154/Night
7 Nights - US $1,078
Instantly Bookable Holiday Homes in Upper Montclair
Over 47+ 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
US $438/Night
7 Nights - US $3,069
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
740 ft²
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $408/Night
7 Nights - US $2,853
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $358/Night
7 Nights - US $2,507
House
- New Jersey
- ·
- Nutley
- 1.01 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $210/Night
7 Nights - US $1,467
Apartment
9.8Exceptional
(22 Reviews)
2 Bedrooms
1 Bath
4 Guests
990 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $367/Night
7 Nights - US $2,571
House
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $653/Night
7 Nights - US $4,574
Apartment
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $264/Night
7 Nights - US $1,846
Apartment
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $312/Night
7 Nights - US $2,181
House
9.4Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $566/Night
7 Nights - US $3,963
Book a Last Minute Place to Stay in Upper Montclair
About Casai's Private Villas and Holiday Rentals in Upper Montclair
Discover more than 134 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 550.69 ft², with nightly prices averaging US $708.
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 | 64 |
| Vacation Homes | 55 |
| 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
- Chic 2BR w/Urban Patio + Walk to NYC Transit
- Lovely 1 BD downtown 2F apt in quite neighborhood
- Luxury living
- Charming & stylish Victorian Farmhouse with lots of amenities!
- Steps to NYC Train! Charming Carriage House Loft
- 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
- Large Space Great for Special Occasions: 2 Floors
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
- Newly Renovated 2 BR downtown Apt, family getaway.
- Stunning 2-bedroom entire home in delightful Clifton, 3 m from MetLife stadium.
How many Casai.nz holiday rentals are available in Upper Montclair?
As of 2026, Casai boasts over 134 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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