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Montgomery Cottages - Vacation Rentals in Southbridge

New - Colorado Surf Shack Studio in Littleton with AC From US $80
         

10.0 (1 Review)
Cottage
New - Colorado Surf Shack Studio in Littleton with AC
  • Air Conditioner
  • Parking
  • TV

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Luxury Places to Stay in Southbridge

Over 218+ Luxury Places to Stay in or Near Southbridge
Cozy 2-bedroom condo with WiFi, AC in welcoming Centennial From US $2,508
         

New
Condo
Cozy 2-bedroom condo with WiFi, AC in welcoming Centennial
  • Air Conditioner
  • Parking
  • TV

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Your Littleton Retreat From US $688
         

New
House
Your Littleton Retreat
  • Air Conditioner
  • Parking
  • TV

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Bright & Cozy House Centennial Littleton 4 Bed 3 Bath From US $641
         

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New
House
Bright & Cozy House Centennial Littleton 4 Bed 3 Bath
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 Homes | 10 Bedrooms | 15 min walk apart From US $626
         

10.0 (1 Review)
House
2 Homes | 10 Bedrooms | 15 min walk apart
  • Air Conditioner
  • Parking
  • Pet Friendly

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Eden Ranch Home From US $557
         

New
House
Eden Ranch Home
  • Air Conditioner
  • Parking
  • TV

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Bright & Cozy House Centennial Littleton 3 Bed 3 Bath From US $539
         

|
10.0 (2 Reviews)
House
Bright & Cozy House Centennial Littleton 3 Bed 3 Bath
  • Air Conditioner
  • Parking
  • Pet Friendly

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Downtown Littleton at its Finest From US $484
         

10.0 (30 Reviews)
House
Downtown Littleton at its Finest
  • Air Conditioner
  • Parking
  • TV

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Tropical Oasis w/Private Pool Spa and Game Room From US $483
         

10.0 (1 Review)
House
Tropical Oasis w/Private Pool Spa and Game Room
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Southbridge

Over 40+ Top-Rated Vacation Rentals with a Pool in or Near Southbridge
★Exquisite Home Backs to Park! Complete Access★ From US $225
         

10.0 (20 Reviews)
House
★Exquisite Home Backs to Park! Complete Access★
  • Air Conditioner
  • Parking
  • Pet Friendly

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Fun House with Pool, Hot Tub, Cool Outdoor Living Space From US $466
         

10.0 (6 Reviews)
House
Fun House with Pool, Hot Tub, Cool Outdoor Living Space
  • Air Conditioner
  • Parking
  • Pet Friendly

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Retro modern house with Pool, AC, great patio, stocked kitchen - No cleaning fee From US $272
         

10.0 (1 Review)
House
Retro modern house with Pool, AC, great patio, stocked kitchen - No cleaning fee
  • Air Conditioner
  • Pet Friendly
  • Pool

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Newly Remodeled, Sleeps 12, Quiet neighborhood near it ALL, Pet Friendly From US $448
         

9.6 (34 Reviews)
House
Newly Remodeled, Sleeps 12, Quiet neighborhood near it ALL, Pet Friendly
  • Parking
  • Pet Friendly
  • Pool

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Staybridge Suites Denver South - Highlands Ranch by IHG From US $95
         

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9.2 (970 Reviews)
Hotel
Staybridge Suites Denver South - Highlands Ranch by IHG
  • Air Conditioner
  • Parking
  • Pool

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Courtyard by Marriott Denver Southwest/Littleton From US $111
         

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9.2 (758 Reviews)
Hotel
Courtyard by Marriott Denver Southwest/Littleton
  • Air Conditioner
  • Parking
  • Pool

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Residence Inn by Marriott Denver Southwest/Littleton From US $109
         

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9.2 (521 Reviews)
Hotel
Residence Inn by Marriott Denver Southwest/Littleton
  • Air Conditioner
  • Parking
  • Pool

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Hilton Garden Inn Denver/Highlands Ranch From US $74
         

|
8.8 (1012 Reviews)
Hotel
Hilton Garden Inn Denver/Highlands Ranch
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Southbridge

Over 89+ Pet-Friendly Vacation Rentals in or Near Southbridge
Great family vacation home on 1/2 acre in Littleton-SW Denver 3bd 2.5 baths From US $318
         

10.0 (134 Reviews)
House
Great family vacation home on 1/2 acre in Littleton-SW Denver 3bd 2.5 baths
  • Air Conditioner
  • Parking
  • Pet Friendly

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Huge family home in Centennial with five bedrooms large yard and plenty of parking From US $286
         

10.0 (1 Review)
House
Huge family home in Centennial with five bedrooms large yard and plenty of parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Rowhome 🏔 Mountain Views Littleton Main St From US $389
         

10.0 (47 Reviews)
House
Luxury Rowhome 🏔 Mountain Views Littleton Main St
  • Air Conditioner
  • Parking
  • Pet Friendly

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Littleton Cottage🏡2 blocks to Main🛍️Pets🐶Fenced Yard♨️Firepit🤑0 Cleaning & Pet Fee From US $425
         

10.0 (44 Reviews)
House
Littleton Cottage🏡2 blocks to Main🛍️Pets🐶Fenced Yard♨️Firepit🤑0 Cleaning & Pet Fee
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 blocks to Main St Littleton 🌻 Garden 🐾 Fenced Yard 🌲 Zero Cleaning Fee! From US $368
         

10.0 (30 Reviews)
House
2 blocks to Main St Littleton 🌻 Garden 🐾 Fenced Yard 🌲 Zero Cleaning Fee!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Gorgeous 2 BR Retreat with 2 Car Garage. Walk to Shops, Trails, & Brewery WOW! From US $291
         

10.0 (26 Reviews)
House
Gorgeous 2 BR Retreat with 2 Car Garage. Walk to Shops, Trails, & Brewery WOW!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxe & Large 4BR/3BA Sleeps 8 Theater, GameRoom, FirePit, Fenced Yard From US $466
         

10.0 (6 Reviews)
House
Luxe & Large 4BR/3BA Sleeps 8 Theater, GameRoom, FirePit, Fenced Yard
  • Air Conditioner
  • Parking
  • Pet Friendly

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Tons of Trails! Red Rocks close! Huge patio area for relaxation and entertaining From US $188
         

9.8 (413 Reviews)
House
Tons of Trails! Red Rocks close! Huge patio area for relaxation and entertaining
  • Parking
  • Pet Friendly
  • TV

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Large Vacation Homes & Villas in Southbridge

Over 49+ Large Vacation Homes & Villas in or Near Southbridge
Modern 5 BR - Large Yard + BBQ + Kid's Playhouse + Game Room + Great WiFi From US $323
         

10.0 (62 Reviews)
House
Modern 5 BR - Large Yard + BBQ + Kid's Playhouse + Game Room + Great WiFi
  • Air Conditioner
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  • TV

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Charming four bedroom home with large yard and plenty of room for family From US $379
         

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9.0 (2 Reviews)
House
Charming four bedroom home with large yard and plenty of room for family
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious and Quiet Home in Centennial - 2 minutes from shopping and restaurants! From US $388
         

10.0 (29 Reviews)
House
Spacious and Quiet Home in Centennial - 2 minutes from shopping and restaurants!
  • Air Conditioner
  • Parking
  • TV

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Spacious 5-bedroom house with AC and WiFi near downtown Littleton. From US $437
         

10.0 (11 Reviews)
House
Spacious 5-bedroom house with AC and WiFi near downtown Littleton.
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  • Parking
  • TV

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5BD Cozy, SouthGlenn Gem, Yard, Games, Shops, close to Downtown Littleton&Denver From US $411
         

9.8 (6 Reviews)
House
5BD Cozy, SouthGlenn Gem, Yard, Games, Shops, close to Downtown Littleton&Denver
  • Air Conditioner
  • Parking
  • TV

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Spacious South Denver Ranch, 5 Bedroom, Perfect for Groups From US $240
         

9.6 (57 Reviews)
House
Spacious South Denver Ranch, 5 Bedroom, Perfect for Groups
  • Air Conditioner
  • Parking
  • Pet Friendly

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5 Bedroom House with Crib - Walk to Downtown Littleton! From US $365
         

9.4 (33 Reviews)
House
5 Bedroom House with Crib - Walk to Downtown Littleton!
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Cowboy Cottage Updated Patio New Game Rm From US $479
         

9.4 (26 Reviews)
House
The Cowboy Cottage Updated Patio New Game Rm
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Southbridge

Over 21+ Wheelchair Accessible Vacation Homes in or Near Southbridge
FREE Daily Breakfast Included. Minutes from Downtown Denver! From US $324
         

New
Condo
FREE Daily Breakfast Included. Minutes from Downtown Denver!
  • Air Conditioner
  • Pool
  • TV

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Hampton Inn & Suites Denver/Highlands Ranch From US $162
         

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8.5 (283 Reviews)
Hotel
Hampton Inn & Suites Denver/Highlands Ranch
  • Air Conditioner
  • Parking
  • Pool

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Hampton Inn & Suites Denver/Highlands Ranch From US $86
         

8.8 (1001 Reviews)
Hotel
Hampton Inn & Suites Denver/Highlands Ranch
  • Air Conditioner
  • Parking
  • Pool

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Free Breakfast | Great Location! | Staybridge Suites From US $301
         

New
Condo
Free Breakfast | Great Location! | Staybridge Suites
  • Air Conditioner
  • Pool
  • TV

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Air-Conditioned Suite | Free Daily Breakfast! From US $176
         

New
Condo
Air-Conditioned Suite | Free Daily Breakfast!
  • Air Conditioner
  • Pool
  • TV

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Free Breakfast Buffet. Near Red Rocks Amphitheater! From US $158
         

New
Condo
Free Breakfast Buffet. Near Red Rocks Amphitheater!
  • Air Conditioner
  • Pool
  • TV

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King Suite at Staybridge! | FREE Daily Breakfast Included From US $156
         

New
Condo
King Suite at Staybridge! | FREE Daily Breakfast Included
  • Air Conditioner
  • Pool
  • TV

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King Suite at Staybridge | FREE Daily Breakfast Included From US $156
         

New
Condo
King Suite at Staybridge | FREE Daily Breakfast Included
  • Air Conditioner
  • Pool
  • TV

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Southbridge Varoom and Airbnb Places to Stay Under $200

Over 69+ Southbridge Varoom and Airbnb Places to Stay Under $200
Elegant Executive Loft in Historical Downtown Littleton From US $169
         

9.6 (124 Reviews)
Apartment
Elegant Executive Loft in Historical Downtown Littleton
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to Dtwn Littleton Updated Pet-Friendly Home From US $112
         

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5.0 (1 Review)
House
Walk to Dtwn Littleton Updated Pet-Friendly Home
  • Parking
  • Pet Friendly
  • Accessibility

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Home2 Suites by Hilton Denver Highlands Ranch From US $77
         

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8.2 (1002 Reviews)
Hotel
Home2 Suites by Hilton Denver Highlands Ranch
  • Air Conditioner
  • Parking
  • Pool

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Luxury Brand New Townhouse, family and pet friendly From US $157
         

9.4 (3 Reviews)
House
Luxury Brand New Townhouse, family and pet friendly
  • Air Conditioner
  • Pet Friendly
  • TV

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Luxurious Littleton Living with Gourmet Kitchen, Huge Deck and Shared Backyard From US $188
         

New
House
Luxurious Littleton Living with Gourmet Kitchen, Huge Deck and Shared Backyard
  • Air Conditioner
  • Parking
  • Pet Friendly

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Exclusive 2 Bedroom Garden Level Apartment in Lovely Littleton Colorado! From US $178
         

New
Apartment
Exclusive 2 Bedroom Garden Level Apartment in Lovely Littleton Colorado!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Littleton Retreat From US $158
         

New
House
Cozy Littleton Retreat
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Townhouse just outside of Denver From US $123
         

New
House
Townhouse just outside of Denver
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Southbridge

Over 94+ Instantly Bookable Vacation Homes in or Near Southbridge
Gem Near Shopping District | Private yard w/Grill From US $1,108
         

New
House
Gem Near Shopping District | Private yard w/Grill
  • Air Conditioner
  • Parking
  • TV

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Charming Historic Home with Stunning Gardens From US $463
         

9.8 (30 Reviews)
House
Charming Historic Home with Stunning Gardens
  • Air Conditioner
  • Parking
  • TV

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Heart of Littleton Midcentury Modern steps to High Line Canal Trail From US $322
         

10.0 (194 Reviews)
House
Heart of Littleton Midcentury Modern steps to High Line Canal Trail
  • Air Conditioner
  • Parking
  • TV

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Mid-Century Modern Littleton Home . Red Rocks Base From US $278
         

10.0 (28 Reviews)
House
Mid-Century Modern Littleton Home . Red Rocks Base
  • Air Conditioner
  • Parking
  • TV

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Spectacular Mountain View in Centennial - Hot Tub, Fire Pit & EV Charger From US $459
         

10.0 (26 Reviews)
House
Spectacular Mountain View in Centennial - Hot Tub, Fire Pit & EV Charger
  • Air Conditioner
  • Parking
  • TV

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Amazing 4 Bedroom House with nice Backyard From US $231
         

10.0 (3 Reviews)
House
Amazing 4 Bedroom House with nice Backyard
  • Air Conditioner
  • Parking
  • TV

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★ Easy Check-in ★ By Downtown Littleton ★ Full Kitchen ★ From US $330
         

9.8 (109 Reviews)
House
★ Easy Check-in ★ By Downtown Littleton ★ Full Kitchen ★
  • Air Conditioner
  • Parking
  • TV

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Modern and Updated Home - Grill/Patio/Firepit From US $243
         

9.8 (42 Reviews)
House
Modern and Updated Home - Grill/Patio/Firepit
  • Air Conditioner
  • Parking
  • TV

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About Southbridge Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Southbridge, 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 Southbridge. Places to stay near Southbridge with prices averaging $80 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Southbridge 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 Southbridge

Type Count
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Southbridge

★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages 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 Southbridge.

Weather in Southbridge

View the weather forecast for Southbridge before booking your Southbridge 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

Southbridge Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southbridge?

There are a lot of options in Southbridge. If you plan on staying in the Southbridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southbridge:

How many vacation rentals are available in Southbridge?

Currently, the total number of properties listed in 2026 is over 1 in the Southbridge area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southbridge.